Merge branch 'v0.9.0rc' into feat/subagents-skills

apps/server/src/index.ts

@@ -53,6 +53,8 @@ import { SettingsService } from './services/settings-service.js';
 import { createSpecRegenerationRoutes } from './routes/app-spec/index.js';
 import { createClaudeRoutes } from './routes/claude/index.js';
 import { ClaudeUsageService } from './services/claude-usage-service.js';
+import { createCodexRoutes } from './routes/codex/index.js';
+import { CodexUsageService } from './services/codex-usage-service.js';
 import { createGitHubRoutes } from './routes/github/index.js';
 import { createContextRoutes } from './routes/context/index.js';
 import { createBacklogPlanRoutes } from './routes/backlog-plan/index.js';
@@ -166,6 +168,7 @@ const agentService = new AgentService(DATA_DIR, events, settingsService);
 const featureLoader = new FeatureLoader();
 const autoModeService = new AutoModeService(events, settingsService);
 const claudeUsageService = new ClaudeUsageService();
+const codexUsageService = new CodexUsageService();
 const mcpTestService = new MCPTestService(settingsService);
 const ideationService = new IdeationService(events, settingsService, featureLoader);
 
@@ -188,9 +191,10 @@ setInterval(() => {
 // This helps prevent CSRF and content-type confusion attacks
 app.use('/api', requireJsonContentType);
 
-// Mount API routes - health and auth are unauthenticated
+// Mount API routes - health, auth, and setup are unauthenticated
 app.use('/api/health', createHealthRoutes());
 app.use('/api/auth', createAuthRoutes());
+app.use('/api/setup', createSetupRoutes());
 
 // Apply authentication to all other routes
 app.use('/api', authMiddleware);
@@ -206,7 +210,6 @@ app.use('/api/auto-mode', createAutoModeRoutes(autoModeService));
 app.use('/api/enhance-prompt', createEnhancePromptRoutes(settingsService));
 app.use('/api/worktree', createWorktreeRoutes());
 app.use('/api/git', createGitRoutes());
-app.use('/api/setup', createSetupRoutes());
 app.use('/api/suggestions', createSuggestionsRoutes(events, settingsService));
 app.use('/api/models', createModelsRoutes());
 app.use('/api/spec-regeneration', createSpecRegenerationRoutes(events, settingsService));
@@ -216,6 +219,7 @@ app.use('/api/templates', createTemplatesRoutes());
 app.use('/api/terminal', createTerminalRoutes());
 app.use('/api/settings', createSettingsRoutes(settingsService));
 app.use('/api/claude', createClaudeRoutes(claudeUsageService));
+app.use('/api/codex', createCodexRoutes(codexUsageService));
 app.use('/api/github', createGitHubRoutes(events, settingsService));
 app.use('/api/context', createContextRoutes(settingsService));
 app.use('/api/backlog-plan', createBacklogPlanRoutes(events, settingsService));

apps/server/src/lib/auth-utils.ts

@@ -0,0 +1,263 @@
+/**
+ * Secure authentication utilities that avoid environment variable race conditions
+ */
+
+import { spawn } from 'child_process';
+import { createLogger } from '@automaker/utils';
+
+const logger = createLogger('AuthUtils');
+
+export interface SecureAuthEnv {
+  [key: string]: string | undefined;
+}
+
+export interface AuthValidationResult {
+  isValid: boolean;
+  error?: string;
+  normalizedKey?: string;
+}
+
+/**
+ * Validates API key format without modifying process.env
+ */
+export function validateApiKey(
+  key: string,
+  provider: 'anthropic' | 'openai' | 'cursor'
+): AuthValidationResult {
+  if (!key || typeof key !== 'string' || key.trim().length === 0) {
+    return { isValid: false, error: 'API key is required' };
+  }
+
+  const trimmedKey = key.trim();
+
+  switch (provider) {
+    case 'anthropic':
+      if (!trimmedKey.startsWith('sk-ant-')) {
+        return {
+          isValid: false,
+          error: 'Invalid Anthropic API key format. Should start with "sk-ant-"',
+        };
+      }
+      if (trimmedKey.length < 20) {
+        return { isValid: false, error: 'Anthropic API key too short' };
+      }
+      break;
+
+    case 'openai':
+      if (!trimmedKey.startsWith('sk-')) {
+        return { isValid: false, error: 'Invalid OpenAI API key format. Should start with "sk-"' };
+      }
+      if (trimmedKey.length < 20) {
+        return { isValid: false, error: 'OpenAI API key too short' };
+      }
+      break;
+
+    case 'cursor':
+      // Cursor API keys might have different format
+      if (trimmedKey.length < 10) {
+        return { isValid: false, error: 'Cursor API key too short' };
+      }
+      break;
+  }
+
+  return { isValid: true, normalizedKey: trimmedKey };
+}
+
+/**
+ * Creates a secure environment object for authentication testing
+ * without modifying the global process.env
+ */
+export function createSecureAuthEnv(
+  authMethod: 'cli' | 'api_key',
+  apiKey?: string,
+  provider: 'anthropic' | 'openai' | 'cursor' = 'anthropic'
+): SecureAuthEnv {
+  const env: SecureAuthEnv = { ...process.env };
+
+  if (authMethod === 'cli') {
+    // For CLI auth, remove the API key to force CLI authentication
+    const envKey = provider === 'openai' ? 'OPENAI_API_KEY' : 'ANTHROPIC_API_KEY';
+    delete env[envKey];
+  } else if (authMethod === 'api_key' && apiKey) {
+    // For API key auth, validate and set the provided key
+    const validation = validateApiKey(apiKey, provider);
+    if (!validation.isValid) {
+      throw new Error(validation.error);
+    }
+    const envKey = provider === 'openai' ? 'OPENAI_API_KEY' : 'ANTHROPIC_API_KEY';
+    env[envKey] = validation.normalizedKey;
+  }
+
+  return env;
+}
+
+/**
+ * Creates a temporary environment override for the current process
+ * WARNING: This should only be used in isolated contexts and immediately cleaned up
+ */
+export function createTempEnvOverride(authEnv: SecureAuthEnv): () => void {
+  const originalEnv = { ...process.env };
+
+  // Apply the auth environment
+  Object.assign(process.env, authEnv);
+
+  // Return cleanup function
+  return () => {
+    // Restore original environment
+    Object.keys(process.env).forEach((key) => {
+      if (!(key in originalEnv)) {
+        delete process.env[key];
+      }
+    });
+    Object.assign(process.env, originalEnv);
+  };
+}
+
+/**
+ * Spawns a process with secure environment isolation
+ */
+export function spawnSecureAuth(
+  command: string,
+  args: string[],
+  authEnv: SecureAuthEnv,
+  options: {
+    cwd?: string;
+    timeout?: number;
+  } = {}
+): Promise<{ stdout: string; stderr: string; exitCode: number | null }> {
+  return new Promise((resolve, reject) => {
+    const { cwd = process.cwd(), timeout = 30000 } = options;
+
+    logger.debug(`Spawning secure auth process: ${command} ${args.join(' ')}`);
+
+    const child = spawn(command, args, {
+      cwd,
+      env: authEnv,
+      stdio: 'pipe',
+      shell: false,
+    });
+
+    let stdout = '';
+    let stderr = '';
+    let isResolved = false;
+
+    const timeoutId = setTimeout(() => {
+      if (!isResolved) {
+        child.kill('SIGTERM');
+        isResolved = true;
+        reject(new Error('Authentication process timed out'));
+      }
+    }, timeout);
+
+    child.stdout?.on('data', (data) => {
+      stdout += data.toString();
+    });
+
+    child.stderr?.on('data', (data) => {
+      stderr += data.toString();
+    });
+
+    child.on('close', (code) => {
+      clearTimeout(timeoutId);
+      if (!isResolved) {
+        isResolved = true;
+        resolve({ stdout, stderr, exitCode: code });
+      }
+    });
+
+    child.on('error', (error) => {
+      clearTimeout(timeoutId);
+      if (!isResolved) {
+        isResolved = true;
+        reject(error);
+      }
+    });
+  });
+}
+
+/**
+ * Safely extracts environment variable without race conditions
+ */
+export function safeGetEnv(key: string): string | undefined {
+  return process.env[key];
+}
+
+/**
+ * Checks if an environment variable would be modified without actually modifying it
+ */
+export function wouldModifyEnv(key: string, newValue: string): boolean {
+  const currentValue = safeGetEnv(key);
+  return currentValue !== newValue;
+}
+
+/**
+ * Secure auth session management
+ */
+export class AuthSessionManager {
+  private static activeSessions = new Map<string, SecureAuthEnv>();
+
+  static createSession(
+    sessionId: string,
+    authMethod: 'cli' | 'api_key',
+    apiKey?: string,
+    provider: 'anthropic' | 'openai' | 'cursor' = 'anthropic'
+  ): SecureAuthEnv {
+    const env = createSecureAuthEnv(authMethod, apiKey, provider);
+    this.activeSessions.set(sessionId, env);
+    return env;
+  }
+
+  static getSession(sessionId: string): SecureAuthEnv | undefined {
+    return this.activeSessions.get(sessionId);
+  }
+
+  static destroySession(sessionId: string): void {
+    this.activeSessions.delete(sessionId);
+  }
+
+  static cleanup(): void {
+    this.activeSessions.clear();
+  }
+}
+
+/**
+ * Rate limiting for auth attempts to prevent abuse
+ */
+export class AuthRateLimiter {
+  private attempts = new Map<string, { count: number; lastAttempt: number }>();
+
+  constructor(
+    private maxAttempts = 5,
+    private windowMs = 60000
+  ) {}
+
+  canAttempt(identifier: string): boolean {
+    const now = Date.now();
+    const record = this.attempts.get(identifier);
+
+    if (!record || now - record.lastAttempt > this.windowMs) {
+      this.attempts.set(identifier, { count: 1, lastAttempt: now });
+      return true;
+    }
+
+    if (record.count >= this.maxAttempts) {
+      return false;
+    }
+
+    record.count++;
+    record.lastAttempt = now;
+    return true;
+  }
+
+  getRemainingAttempts(identifier: string): number {
+    const record = this.attempts.get(identifier);
+    if (!record) return this.maxAttempts;
+    return Math.max(0, this.maxAttempts - record.count);
+  }
+
+  getResetTime(identifier: string): Date | null {
+    const record = this.attempts.get(identifier);
+    if (!record) return null;
+    return new Date(record.lastAttempt + this.windowMs);
+  }
+}

apps/server/src/lib/auth.ts

@@ -262,7 +262,7 @@ export function getSessionCookieOptions(): {
   return {
     httpOnly: true, // JavaScript cannot access this cookie
     secure: process.env.NODE_ENV === 'production', // HTTPS only in production
-    sameSite: 'strict', // Only sent for same-site requests (CSRF protection)
+    sameSite: 'lax', // Sent for same-site requests and top-level navigations, but not cross-origin fetch/XHR
     maxAge: SESSION_MAX_AGE_MS,
     path: '/',
   };

apps/server/src/lib/cli-detection.ts

@@ -0,0 +1,447 @@
+/**
+ * Unified CLI Detection Framework
+ *
+ * Provides consistent CLI detection and management across all providers
+ */
+
+import { spawn, execSync } from 'child_process';
+import * as fs from 'fs';
+import * as path from 'path';
+import * as os from 'os';
+import { createLogger } from '@automaker/utils';
+
+const logger = createLogger('CliDetection');
+
+export interface CliInfo {
+  name: string;
+  command: string;
+  version?: string;
+  path?: string;
+  installed: boolean;
+  authenticated: boolean;
+  authMethod: 'cli' | 'api_key' | 'none';
+  platform?: string;
+  architectures?: string[];
+}
+
+export interface CliDetectionOptions {
+  timeout?: number;
+  includeWsl?: boolean;
+  wslDistribution?: string;
+}
+
+export interface CliDetectionResult {
+  cli: CliInfo;
+  detected: boolean;
+  issues: string[];
+}
+
+export interface UnifiedCliDetection {
+  claude?: CliDetectionResult;
+  codex?: CliDetectionResult;
+  cursor?: CliDetectionResult;
+}
+
+/**
+ * CLI Configuration for different providers
+ */
+const CLI_CONFIGS = {
+  claude: {
+    name: 'Claude CLI',
+    commands: ['claude'],
+    versionArgs: ['--version'],
+    installCommands: {
+      darwin: 'brew install anthropics/claude/claude',
+      linux: 'curl -fsSL https://claude.ai/install.sh | sh',
+      win32: 'iwr https://claude.ai/install.ps1 -UseBasicParsing | iex',
+    },
+  },
+  codex: {
+    name: 'Codex CLI',
+    commands: ['codex', 'openai'],
+    versionArgs: ['--version'],
+    installCommands: {
+      darwin: 'npm install -g @openai/codex-cli',
+      linux: 'npm install -g @openai/codex-cli',
+      win32: 'npm install -g @openai/codex-cli',
+    },
+  },
+  cursor: {
+    name: 'Cursor CLI',
+    commands: ['cursor-agent', 'cursor'],
+    versionArgs: ['--version'],
+    installCommands: {
+      darwin: 'brew install cursor/cursor/cursor-agent',
+      linux: 'curl -fsSL https://cursor.sh/install.sh | sh',
+      win32: 'iwr https://cursor.sh/install.ps1 -UseBasicParsing | iex',
+    },
+  },
+} as const;
+
+/**
+ * Detect if a CLI is installed and available
+ */
+export async function detectCli(
+  provider: keyof typeof CLI_CONFIGS,
+  options: CliDetectionOptions = {}
+): Promise<CliDetectionResult> {
+  const config = CLI_CONFIGS[provider];
+  const { timeout = 5000, includeWsl = false, wslDistribution } = options;
+  const issues: string[] = [];
+
+  const cliInfo: CliInfo = {
+    name: config.name,
+    command: '',
+    installed: false,
+    authenticated: false,
+    authMethod: 'none',
+  };
+
+  try {
+    // Find the command in PATH
+    const command = await findCommand([...config.commands]);
+    if (command) {
+      cliInfo.command = command;
+    }
+
+    if (!cliInfo.command) {
+      issues.push(`${config.name} not found in PATH`);
+      return { cli: cliInfo, detected: false, issues };
+    }
+
+    cliInfo.path = cliInfo.command;
+    cliInfo.installed = true;
+
+    // Get version
+    try {
+      cliInfo.version = await getCliVersion(cliInfo.command, [...config.versionArgs], timeout);
+    } catch (error) {
+      issues.push(`Failed to get ${config.name} version: ${error}`);
+    }
+
+    // Check authentication
+    cliInfo.authMethod = await checkCliAuth(provider, cliInfo.command);
+    cliInfo.authenticated = cliInfo.authMethod !== 'none';
+
+    return { cli: cliInfo, detected: true, issues };
+  } catch (error) {
+    issues.push(`Error detecting ${config.name}: ${error}`);
+    return { cli: cliInfo, detected: false, issues };
+  }
+}
+
+/**
+ * Detect all CLIs in the system
+ */
+export async function detectAllCLis(
+  options: CliDetectionOptions = {}
+): Promise<UnifiedCliDetection> {
+  const results: UnifiedCliDetection = {};
+
+  // Detect all providers in parallel
+  const providers = Object.keys(CLI_CONFIGS) as Array<keyof typeof CLI_CONFIGS>;
+  const detectionPromises = providers.map(async (provider) => {
+    const result = await detectCli(provider, options);
+    return { provider, result };
+  });
+
+  const detections = await Promise.all(detectionPromises);
+
+  for (const { provider, result } of detections) {
+    results[provider] = result;
+  }
+
+  return results;
+}
+
+/**
+ * Find the first available command from a list of alternatives
+ */
+export async function findCommand(commands: string[]): Promise<string | null> {
+  for (const command of commands) {
+    try {
+      const whichCommand = process.platform === 'win32' ? 'where' : 'which';
+      const result = execSync(`${whichCommand} ${command}`, {
+        encoding: 'utf8',
+        timeout: 2000,
+      }).trim();
+
+      if (result) {
+        return result.split('\n')[0]; // Take first result on Windows
+      }
+    } catch {
+      // Command not found, try next
+    }
+  }
+  return null;
+}
+
+/**
+ * Get CLI version
+ */
+export async function getCliVersion(
+  command: string,
+  args: string[],
+  timeout: number = 5000
+): Promise<string> {
+  return new Promise((resolve, reject) => {
+    const child = spawn(command, args, {
+      stdio: 'pipe',
+      timeout,
+    });
+
+    let stdout = '';
+    let stderr = '';
+
+    child.stdout?.on('data', (data) => {
+      stdout += data.toString();
+    });
+
+    child.stderr?.on('data', (data) => {
+      stderr += data.toString();
+    });
+
+    child.on('close', (code) => {
+      if (code === 0 && stdout) {
+        resolve(stdout.trim());
+      } else if (stderr) {
+        reject(stderr.trim());
+      } else {
+        reject(`Command exited with code ${code}`);
+      }
+    });
+
+    child.on('error', reject);
+  });
+}
+
+/**
+ * Check authentication status for a CLI
+ */
+export async function checkCliAuth(
+  provider: keyof typeof CLI_CONFIGS,
+  command: string
+): Promise<'cli' | 'api_key' | 'none'> {
+  try {
+    switch (provider) {
+      case 'claude':
+        return await checkClaudeAuth(command);
+      case 'codex':
+        return await checkCodexAuth(command);
+      case 'cursor':
+        return await checkCursorAuth(command);
+      default:
+        return 'none';
+    }
+  } catch {
+    return 'none';
+  }
+}
+
+/**
+ * Check Claude CLI authentication
+ */
+async function checkClaudeAuth(command: string): Promise<'cli' | 'api_key' | 'none'> {
+  try {
+    // Check for environment variable
+    if (process.env.ANTHROPIC_API_KEY) {
+      return 'api_key';
+    }
+
+    // Try running a simple command to check CLI auth
+    const result = await getCliVersion(command, ['--version'], 3000);
+    if (result) {
+      return 'cli'; // If version works, assume CLI is authenticated
+    }
+  } catch {
+    // Version command might work even without auth, so we need a better check
+  }
+
+  // Try a more specific auth check
+  return new Promise((resolve) => {
+    const child = spawn(command, ['whoami'], {
+      stdio: 'pipe',
+      timeout: 3000,
+    });
+
+    let stdout = '';
+    let stderr = '';
+
+    child.stdout?.on('data', (data) => {
+      stdout += data.toString();
+    });
+
+    child.stderr?.on('data', (data) => {
+      stderr += data.toString();
+    });
+
+    child.on('close', (code) => {
+      if (code === 0 && stdout && !stderr.includes('not authenticated')) {
+        resolve('cli');
+      } else {
+        resolve('none');
+      }
+    });
+
+    child.on('error', () => {
+      resolve('none');
+    });
+  });
+}
+
+/**
+ * Check Codex CLI authentication
+ */
+async function checkCodexAuth(command: string): Promise<'cli' | 'api_key' | 'none'> {
+  // Check for environment variable
+  if (process.env.OPENAI_API_KEY) {
+    return 'api_key';
+  }
+
+  try {
+    // Try a simple auth check
+    const result = await getCliVersion(command, ['--version'], 3000);
+    if (result) {
+      return 'cli';
+    }
+  } catch {
+    // Version check failed
+  }
+
+  return 'none';
+}
+
+/**
+ * Check Cursor CLI authentication
+ */
+async function checkCursorAuth(command: string): Promise<'cli' | 'api_key' | 'none'> {
+  // Check for environment variable
+  if (process.env.CURSOR_API_KEY) {
+    return 'api_key';
+  }
+
+  // Check for credentials files
+  const credentialPaths = [
+    path.join(os.homedir(), '.cursor', 'credentials.json'),
+    path.join(os.homedir(), '.config', 'cursor', 'credentials.json'),
+    path.join(os.homedir(), '.cursor', 'auth.json'),
+    path.join(os.homedir(), '.config', 'cursor', 'auth.json'),
+  ];
+
+  for (const credPath of credentialPaths) {
+    try {
+      if (fs.existsSync(credPath)) {
+        const content = fs.readFileSync(credPath, 'utf8');
+        const creds = JSON.parse(content);
+        if (creds.accessToken || creds.token || creds.apiKey) {
+          return 'cli';
+        }
+      }
+    } catch {
+      // Invalid credentials file
+    }
+  }
+
+  // Try a simple command
+  try {
+    const result = await getCliVersion(command, ['--version'], 3000);
+    if (result) {
+      return 'cli';
+    }
+  } catch {
+    // Version check failed
+  }
+
+  return 'none';
+}
+
+/**
+ * Get installation instructions for a provider
+ */
+export function getInstallInstructions(
+  provider: keyof typeof CLI_CONFIGS,
+  platform: NodeJS.Platform = process.platform
+): string {
+  const config = CLI_CONFIGS[provider];
+  const command = config.installCommands[platform as keyof typeof config.installCommands];
+
+  if (!command) {
+    return `No installation instructions available for ${provider} on ${platform}`;
+  }
+
+  return command;
+}
+
+/**
+ * Get platform-specific CLI paths and versions
+ */
+export function getPlatformCliPaths(provider: keyof typeof CLI_CONFIGS): string[] {
+  const config = CLI_CONFIGS[provider];
+  const platform = process.platform;
+
+  switch (platform) {
+    case 'darwin':
+      return [
+        `/usr/local/bin/${config.commands[0]}`,
+        `/opt/homebrew/bin/${config.commands[0]}`,
+        path.join(os.homedir(), '.local', 'bin', config.commands[0]),
+      ];
+
+    case 'linux':
+      return [
+        `/usr/bin/${config.commands[0]}`,
+        `/usr/local/bin/${config.commands[0]}`,
+        path.join(os.homedir(), '.local', 'bin', config.commands[0]),
+        path.join(os.homedir(), '.npm', 'global', 'bin', config.commands[0]),
+      ];
+
+    case 'win32':
+      return [
+        path.join(
+          os.homedir(),
+          'AppData',
+          'Local',
+          'Programs',
+          config.commands[0],
+          `${config.commands[0]}.exe`
+        ),
+        path.join(process.env.ProgramFiles || '', config.commands[0], `${config.commands[0]}.exe`),
+        path.join(
+          process.env.ProgramFiles || '',
+          config.commands[0],
+          'bin',
+          `${config.commands[0]}.exe`
+        ),
+      ];
+
+    default:
+      return [];
+  }
+}
+
+/**
+ * Validate CLI installation
+ */
+export function validateCliInstallation(cliInfo: CliInfo): {
+  valid: boolean;
+  issues: string[];
+} {
+  const issues: string[] = [];
+
+  if (!cliInfo.installed) {
+    issues.push('CLI is not installed');
+  }
+
+  if (cliInfo.installed && !cliInfo.version) {
+    issues.push('Could not determine CLI version');
+  }
+
+  if (cliInfo.installed && cliInfo.authMethod === 'none') {
+    issues.push('CLI is not authenticated');
+  }
+
+  return {
+    valid: issues.length === 0,
+    issues,
+  };
+}

apps/server/src/lib/codex-auth.ts

@@ -0,0 +1,98 @@
+/**
+ * Shared utility for checking Codex CLI authentication status
+ *
+ * Uses 'codex login status' command to verify authentication.
+ * Never assumes authenticated - only returns true if CLI confirms.
+ */
+
+import { spawnProcess, getCodexAuthPath } from '@automaker/platform';
+import { findCodexCliPath } from '@automaker/platform';
+import * as fs from 'fs';
+
+const CODEX_COMMAND = 'codex';
+const OPENAI_API_KEY_ENV = 'OPENAI_API_KEY';
+
+export interface CodexAuthCheckResult {
+  authenticated: boolean;
+  method: 'api_key_env' | 'cli_authenticated' | 'none';
+}
+
+/**
+ * Check Codex authentication status using 'codex login status' command
+ *
+ * @param cliPath Optional CLI path. If not provided, will attempt to find it.
+ * @returns Authentication status and method
+ */
+export async function checkCodexAuthentication(
+  cliPath?: string | null
+): Promise<CodexAuthCheckResult> {
+  console.log('[CodexAuth] checkCodexAuthentication called with cliPath:', cliPath);
+
+  const resolvedCliPath = cliPath || (await findCodexCliPath());
+  const hasApiKey = !!process.env[OPENAI_API_KEY_ENV];
+
+  console.log('[CodexAuth] resolvedCliPath:', resolvedCliPath);
+  console.log('[CodexAuth] hasApiKey:', hasApiKey);
+
+  // Debug: Check auth file
+  const authFilePath = getCodexAuthPath();
+  console.log('[CodexAuth] Auth file path:', authFilePath);
+  try {
+    const authFileExists = fs.existsSync(authFilePath);
+    console.log('[CodexAuth] Auth file exists:', authFileExists);
+    if (authFileExists) {
+      const authContent = fs.readFileSync(authFilePath, 'utf-8');
+      console.log('[CodexAuth] Auth file content:', authContent.substring(0, 500)); // First 500 chars
+    }
+  } catch (error) {
+    console.log('[CodexAuth] Error reading auth file:', error);
+  }
+
+  // If CLI is not installed, cannot be authenticated
+  if (!resolvedCliPath) {
+    console.log('[CodexAuth] No CLI path found, returning not authenticated');
+    return { authenticated: false, method: 'none' };
+  }
+
+  try {
+    console.log('[CodexAuth] Running: ' + resolvedCliPath + ' login status');
+    const result = await spawnProcess({
+      command: resolvedCliPath || CODEX_COMMAND,
+      args: ['login', 'status'],
+      cwd: process.cwd(),
+      env: {
+        ...process.env,
+        TERM: 'dumb', // Avoid interactive output
+      },
+    });
+
+    console.log('[CodexAuth] Command result:');
+    console.log('[CodexAuth]   exitCode:', result.exitCode);
+    console.log('[CodexAuth]   stdout:', JSON.stringify(result.stdout));
+    console.log('[CodexAuth]   stderr:', JSON.stringify(result.stderr));
+
+    // Check both stdout and stderr for "logged in" - Codex CLI outputs to stderr
+    const combinedOutput = (result.stdout + result.stderr).toLowerCase();
+    const isLoggedIn = combinedOutput.includes('logged in');
+    console.log('[CodexAuth] isLoggedIn (contains "logged in" in stdout or stderr):', isLoggedIn);
+
+    if (result.exitCode === 0 && isLoggedIn) {
+      // Determine auth method based on what we know
+      const method = hasApiKey ? 'api_key_env' : 'cli_authenticated';
+      console.log('[CodexAuth] Authenticated! method:', method);
+      return { authenticated: true, method };
+    }
+
+    console.log(
+      '[CodexAuth] Not authenticated. exitCode:',
+      result.exitCode,
+      'isLoggedIn:',
+      isLoggedIn
+    );
+  } catch (error) {
+    console.log('[CodexAuth] Error running command:', error);
+  }
+
+  console.log('[CodexAuth] Returning not authenticated');
+  return { authenticated: false, method: 'none' };
+}

apps/server/src/lib/error-handler.ts

@@ -0,0 +1,414 @@
+/**
+ * Unified Error Handling System for CLI Providers
+ *
+ * Provides consistent error classification, user-friendly messages, and debugging support
+ * across all AI providers (Claude, Codex, Cursor)
+ */
+
+import { createLogger } from '@automaker/utils';
+
+const logger = createLogger('ErrorHandler');
+
+export enum ErrorType {
+  AUTHENTICATION = 'authentication',
+  BILLING = 'billing',
+  RATE_LIMIT = 'rate_limit',
+  NETWORK = 'network',
+  TIMEOUT = 'timeout',
+  VALIDATION = 'validation',
+  PERMISSION = 'permission',
+  CLI_NOT_FOUND = 'cli_not_found',
+  CLI_NOT_INSTALLED = 'cli_not_installed',
+  MODEL_NOT_SUPPORTED = 'model_not_supported',
+  INVALID_REQUEST = 'invalid_request',
+  SERVER_ERROR = 'server_error',
+  UNKNOWN = 'unknown',
+}
+
+export enum ErrorSeverity {
+  LOW = 'low',
+  MEDIUM = 'medium',
+  HIGH = 'high',
+  CRITICAL = 'critical',
+}
+
+export interface ErrorClassification {
+  type: ErrorType;
+  severity: ErrorSeverity;
+  userMessage: string;
+  technicalMessage: string;
+  suggestedAction?: string;
+  retryable: boolean;
+  provider?: string;
+  context?: Record<string, any>;
+}
+
+export interface ErrorPattern {
+  type: ErrorType;
+  severity: ErrorSeverity;
+  patterns: RegExp[];
+  userMessage: string;
+  suggestedAction?: string;
+  retryable: boolean;
+}
+
+/**
+ * Error patterns for different types of errors
+ */
+const ERROR_PATTERNS: ErrorPattern[] = [
+  // Authentication errors
+  {
+    type: ErrorType.AUTHENTICATION,
+    severity: ErrorSeverity.HIGH,
+    patterns: [
+      /unauthorized/i,
+      /authentication.*fail/i,
+      /invalid_api_key/i,
+      /invalid api key/i,
+      /not authenticated/i,
+      /please.*log/i,
+      /token.*revoked/i,
+      /oauth.*error/i,
+      /credentials.*invalid/i,
+    ],
+    userMessage: 'Authentication failed. Please check your API key or login credentials.',
+    suggestedAction:
+      "Verify your API key is correct and hasn't expired, or run the CLI login command.",
+    retryable: false,
+  },
+
+  // Billing errors
+  {
+    type: ErrorType.BILLING,
+    severity: ErrorSeverity.HIGH,
+    patterns: [
+      /credit.*balance.*low/i,
+      /insufficient.*credit/i,
+      /billing.*issue/i,
+      /payment.*required/i,
+      /usage.*exceeded/i,
+      /quota.*exceeded/i,
+      /add.*credit/i,
+    ],
+    userMessage: 'Account has insufficient credits or billing issues.',
+    suggestedAction: 'Please add credits to your account or check your billing settings.',
+    retryable: false,
+  },
+
+  // Rate limit errors
+  {
+    type: ErrorType.RATE_LIMIT,
+    severity: ErrorSeverity.MEDIUM,
+    patterns: [
+      /rate.*limit/i,
+      /too.*many.*request/i,
+      /limit.*reached/i,
+      /try.*later/i,
+      /429/i,
+      /reset.*time/i,
+      /upgrade.*plan/i,
+    ],
+    userMessage: 'Rate limit reached. Please wait before trying again.',
+    suggestedAction: 'Wait a few minutes before retrying, or consider upgrading your plan.',
+    retryable: true,
+  },
+
+  // Network errors
+  {
+    type: ErrorType.NETWORK,
+    severity: ErrorSeverity.MEDIUM,
+    patterns: [/network/i, /connection/i, /dns/i, /timeout/i, /econnrefused/i, /enotfound/i],
+    userMessage: 'Network connection issue.',
+    suggestedAction: 'Check your internet connection and try again.',
+    retryable: true,
+  },
+
+  // Timeout errors
+  {
+    type: ErrorType.TIMEOUT,
+    severity: ErrorSeverity.MEDIUM,
+    patterns: [/timeout/i, /aborted/i, /time.*out/i],
+    userMessage: 'Operation timed out.',
+    suggestedAction: 'Try again with a simpler request or check your connection.',
+    retryable: true,
+  },
+
+  // Permission errors
+  {
+    type: ErrorType.PERMISSION,
+    severity: ErrorSeverity.HIGH,
+    patterns: [/permission.*denied/i, /access.*denied/i, /forbidden/i, /403/i, /not.*authorized/i],
+    userMessage: 'Permission denied.',
+    suggestedAction: 'Check if you have the required permissions for this operation.',
+    retryable: false,
+  },
+
+  // CLI not found
+  {
+    type: ErrorType.CLI_NOT_FOUND,
+    severity: ErrorSeverity.HIGH,
+    patterns: [/command not found/i, /not recognized/i, /not.*installed/i, /ENOENT/i],
+    userMessage: 'CLI tool not found.',
+    suggestedAction: "Please install the required CLI tool and ensure it's in your PATH.",
+    retryable: false,
+  },
+
+  // Model not supported
+  {
+    type: ErrorType.MODEL_NOT_SUPPORTED,
+    severity: ErrorSeverity.HIGH,
+    patterns: [/model.*not.*support/i, /unknown.*model/i, /invalid.*model/i],
+    userMessage: 'Model not supported.',
+    suggestedAction: 'Check available models and use a supported one.',
+    retryable: false,
+  },
+
+  // Server errors
+  {
+    type: ErrorType.SERVER_ERROR,
+    severity: ErrorSeverity.HIGH,
+    patterns: [/internal.*server/i, /server.*error/i, /500/i, /502/i, /503/i, /504/i],
+    userMessage: 'Server error occurred.',
+    suggestedAction: 'Try again in a few minutes or contact support if the issue persists.',
+    retryable: true,
+  },
+];
+
+/**
+ * Classify an error into a specific type with user-friendly message
+ */
+export function classifyError(
+  error: unknown,
+  provider?: string,
+  context?: Record<string, any>
+): ErrorClassification {
+  const errorText = getErrorText(error);
+
+  // Try to match against known patterns
+  for (const pattern of ERROR_PATTERNS) {
+    for (const regex of pattern.patterns) {
+      if (regex.test(errorText)) {
+        return {
+          type: pattern.type,
+          severity: pattern.severity,
+          userMessage: pattern.userMessage,
+          technicalMessage: errorText,
+          suggestedAction: pattern.suggestedAction,
+          retryable: pattern.retryable,
+          provider,
+          context,
+        };
+      }
+    }
+  }
+
+  // Unknown error
+  return {
+    type: ErrorType.UNKNOWN,
+    severity: ErrorSeverity.MEDIUM,
+    userMessage: 'An unexpected error occurred.',
+    technicalMessage: errorText,
+    suggestedAction: 'Please try again or contact support if the issue persists.',
+    retryable: true,
+    provider,
+    context,
+  };
+}
+
+/**
+ * Get a user-friendly error message
+ */
+export function getUserFriendlyErrorMessage(error: unknown, provider?: string): string {
+  const classification = classifyError(error, provider);
+
+  let message = classification.userMessage;
+
+  if (classification.suggestedAction) {
+    message += ` ${classification.suggestedAction}`;
+  }
+
+  // Add provider-specific context if available
+  if (provider) {
+    message = `[${provider.toUpperCase()}] ${message}`;
+  }
+
+  return message;
+}
+
+/**
+ * Check if an error is retryable
+ */
+export function isRetryableError(error: unknown): boolean {
+  const classification = classifyError(error);
+  return classification.retryable;
+}
+
+/**
+ * Check if an error is authentication-related
+ */
+export function isAuthenticationError(error: unknown): boolean {
+  const classification = classifyError(error);
+  return classification.type === ErrorType.AUTHENTICATION;
+}
+
+/**
+ * Check if an error is billing-related
+ */
+export function isBillingError(error: unknown): boolean {
+  const classification = classifyError(error);
+  return classification.type === ErrorType.BILLING;
+}
+
+/**
+ * Check if an error is rate limit related
+ */
+export function isRateLimitError(error: unknown): boolean {
+  const classification = classifyError(error);
+  return classification.type === ErrorType.RATE_LIMIT;
+}
+
+/**
+ * Get error text from various error types
+ */
+function getErrorText(error: unknown): string {
+  if (typeof error === 'string') {
+    return error;
+  }
+
+  if (error instanceof Error) {
+    return error.message;
+  }
+
+  if (typeof error === 'object' && error !== null) {
+    // Handle structured error objects
+    const errorObj = error as any;
+
+    if (errorObj.message) {
+      return errorObj.message;
+    }
+
+    if (errorObj.error?.message) {
+      return errorObj.error.message;
+    }
+
+    if (errorObj.error) {
+      return typeof errorObj.error === 'string' ? errorObj.error : JSON.stringify(errorObj.error);
+    }
+
+    return JSON.stringify(error);
+  }
+
+  return String(error);
+}
+
+/**
+ * Create a standardized error response
+ */
+export function createErrorResponse(
+  error: unknown,
+  provider?: string,
+  context?: Record<string, any>
+): {
+  success: false;
+  error: string;
+  errorType: ErrorType;
+  severity: ErrorSeverity;
+  retryable: boolean;
+  suggestedAction?: string;
+} {
+  const classification = classifyError(error, provider, context);
+
+  return {
+    success: false,
+    error: classification.userMessage,
+    errorType: classification.type,
+    severity: classification.severity,
+    retryable: classification.retryable,
+    suggestedAction: classification.suggestedAction,
+  };
+}
+
+/**
+ * Log error with full context
+ */
+export function logError(
+  error: unknown,
+  provider?: string,
+  operation?: string,
+  additionalContext?: Record<string, any>
+): void {
+  const classification = classifyError(error, provider, {
+    operation,
+    ...additionalContext,
+  });
+
+  logger.error(`Error in ${provider || 'unknown'}${operation ? ` during ${operation}` : ''}`, {
+    type: classification.type,
+    severity: classification.severity,
+    message: classification.userMessage,
+    technicalMessage: classification.technicalMessage,
+    retryable: classification.retryable,
+    suggestedAction: classification.suggestedAction,
+    context: classification.context,
+  });
+}
+
+/**
+ * Provider-specific error handlers
+ */
+export const ProviderErrorHandler = {
+  claude: {
+    classify: (error: unknown) => classifyError(error, 'claude'),
+    getUserMessage: (error: unknown) => getUserFriendlyErrorMessage(error, 'claude'),
+    isAuth: (error: unknown) => isAuthenticationError(error),
+    isBilling: (error: unknown) => isBillingError(error),
+    isRateLimit: (error: unknown) => isRateLimitError(error),
+  },
+
+  codex: {
+    classify: (error: unknown) => classifyError(error, 'codex'),
+    getUserMessage: (error: unknown) => getUserFriendlyErrorMessage(error, 'codex'),
+    isAuth: (error: unknown) => isAuthenticationError(error),
+    isBilling: (error: unknown) => isBillingError(error),
+    isRateLimit: (error: unknown) => isRateLimitError(error),
+  },
+
+  cursor: {
+    classify: (error: unknown) => classifyError(error, 'cursor'),
+    getUserMessage: (error: unknown) => getUserFriendlyErrorMessage(error, 'cursor'),
+    isAuth: (error: unknown) => isAuthenticationError(error),
+    isBilling: (error: unknown) => isBillingError(error),
+    isRateLimit: (error: unknown) => isRateLimitError(error),
+  },
+};
+
+/**
+ * Create a retry handler for retryable errors
+ */
+export function createRetryHandler(maxRetries: number = 3, baseDelay: number = 1000) {
+  return async function <T>(
+    operation: () => Promise<T>,
+    shouldRetry: (error: unknown) => boolean = isRetryableError
+  ): Promise<T> {
+    let lastError: unknown;
+
+    for (let attempt = 0; attempt <= maxRetries; attempt++) {
+      try {
+        return await operation();
+      } catch (error) {
+        lastError = error;
+
+        if (attempt === maxRetries || !shouldRetry(error)) {
+          throw error;
+        }
+
+        // Exponential backoff with jitter
+        const delay = baseDelay * Math.pow(2, attempt) + Math.random() * 1000;
+        logger.debug(`Retrying operation in ${delay}ms (attempt ${attempt + 1}/${maxRetries})`);
+        await new Promise((resolve) => setTimeout(resolve, delay));
+      }
+    }
+
+    throw lastError;
+  };
+}

apps/server/src/lib/permission-enforcer.ts

@@ -0,0 +1,173 @@
+/**
+ * Permission enforcement utilities for Cursor provider
+ */
+
+import type { CursorCliConfigFile } from '@automaker/types';
+import { createLogger } from '@automaker/utils';
+
+const logger = createLogger('PermissionEnforcer');
+
+export interface PermissionCheckResult {
+  allowed: boolean;
+  reason?: string;
+}
+
+/**
+ * Check if a tool call is allowed based on permissions
+ */
+export function checkToolCallPermission(
+  toolCall: any,
+  permissions: CursorCliConfigFile | null
+): PermissionCheckResult {
+  if (!permissions || !permissions.permissions) {
+    // If no permissions are configured, allow everything (backward compatibility)
+    return { allowed: true };
+  }
+
+  const { allow = [], deny = [] } = permissions.permissions;
+
+  // Check shell tool calls
+  if (toolCall.shellToolCall?.args?.command) {
+    const command = toolCall.shellToolCall.args.command;
+    const toolName = `Shell(${extractCommandName(command)})`;
+
+    // Check deny list first (deny takes precedence)
+    for (const denyRule of deny) {
+      if (matchesRule(toolName, denyRule)) {
+        return {
+          allowed: false,
+          reason: `Operation blocked by permission rule: ${denyRule}`,
+        };
+      }
+    }
+
+    // Then check allow list
+    for (const allowRule of allow) {
+      if (matchesRule(toolName, allowRule)) {
+        return { allowed: true };
+      }
+    }
+
+    return {
+      allowed: false,
+      reason: `Operation not in allow list: ${toolName}`,
+    };
+  }
+
+  // Check read tool calls
+  if (toolCall.readToolCall?.args?.path) {
+    const path = toolCall.readToolCall.args.path;
+    const toolName = `Read(${path})`;
+
+    // Check deny list first
+    for (const denyRule of deny) {
+      if (matchesRule(toolName, denyRule)) {
+        return {
+          allowed: false,
+          reason: `Read operation blocked by permission rule: ${denyRule}`,
+        };
+      }
+    }
+
+    // Then check allow list
+    for (const allowRule of allow) {
+      if (matchesRule(toolName, allowRule)) {
+        return { allowed: true };
+      }
+    }
+
+    return {
+      allowed: false,
+      reason: `Read operation not in allow list: ${toolName}`,
+    };
+  }
+
+  // Check write tool calls
+  if (toolCall.writeToolCall?.args?.path) {
+    const path = toolCall.writeToolCall.args.path;
+    const toolName = `Write(${path})`;
+
+    // Check deny list first
+    for (const denyRule of deny) {
+      if (matchesRule(toolName, denyRule)) {
+        return {
+          allowed: false,
+          reason: `Write operation blocked by permission rule: ${denyRule}`,
+        };
+      }
+    }
+
+    // Then check allow list
+    for (const allowRule of allow) {
+      if (matchesRule(toolName, allowRule)) {
+        return { allowed: true };
+      }
+    }
+
+    return {
+      allowed: false,
+      reason: `Write operation not in allow list: ${toolName}`,
+    };
+  }
+
+  // For other tool types, allow by default for now
+  return { allowed: true };
+}
+
+/**
+ * Extract the base command name from a shell command
+ */
+function extractCommandName(command: string): string {
+  // Remove leading spaces and get the first word
+  const trimmed = command.trim();
+  const firstWord = trimmed.split(/\s+/)[0];
+  return firstWord || 'unknown';
+}
+
+/**
+ * Check if a tool name matches a permission rule
+ */
+function matchesRule(toolName: string, rule: string): boolean {
+  // Exact match
+  if (toolName === rule) {
+    return true;
+  }
+
+  // Wildcard patterns
+  if (rule.includes('*')) {
+    const regex = new RegExp(rule.replace(/\*/g, '.*'));
+    return regex.test(toolName);
+  }
+
+  // Prefix match for shell commands (e.g., "Shell(git)" matches "Shell(git status)")
+  if (rule.startsWith('Shell(') && toolName.startsWith('Shell(')) {
+    const ruleCommand = rule.slice(6, -1); // Remove "Shell(" and ")"
+    const toolCommand = extractCommandName(toolName.slice(6, -1)); // Remove "Shell(" and ")"
+    return toolCommand.startsWith(ruleCommand);
+  }
+
+  return false;
+}
+
+/**
+ * Log permission violations
+ */
+export function logPermissionViolation(toolCall: any, reason: string, sessionId?: string): void {
+  const sessionIdStr = sessionId ? ` [${sessionId}]` : '';
+
+  if (toolCall.shellToolCall?.args?.command) {
+    logger.warn(
+      `Permission violation${sessionIdStr}: Shell command blocked - ${toolCall.shellToolCall.args.command} (${reason})`
+    );
+  } else if (toolCall.readToolCall?.args?.path) {
+    logger.warn(
+      `Permission violation${sessionIdStr}: Read operation blocked - ${toolCall.readToolCall.args.path} (${reason})`
+    );
+  } else if (toolCall.writeToolCall?.args?.path) {
+    logger.warn(
+      `Permission violation${sessionIdStr}: Write operation blocked - ${toolCall.writeToolCall.args.path} (${reason})`
+    );
+  } else {
+    logger.warn(`Permission violation${sessionIdStr}: Tool call blocked (${reason})`, { toolCall });
+  }
+}

apps/server/src/lib/sdk-options.ts

@@ -16,7 +16,6 @@
  */
 
 import type { Options } from '@anthropic-ai/claude-agent-sdk';
-import os from 'os';
 import path from 'path';
 import { resolveModelString } from '@automaker/model-resolver';
 import { createLogger } from '@automaker/utils';
@@ -31,6 +30,68 @@ import {
 } from '@automaker/types';
 import { isPathAllowed, PathNotAllowedError, getAllowedRootDirectory } from '@automaker/platform';
 
+/**
+ * Result of sandbox compatibility check
+ */
+export interface SandboxCompatibilityResult {
+  /** Whether sandbox mode can be enabled for this path */
+  enabled: boolean;
+  /** Optional message explaining why sandbox is disabled */
+  message?: string;
+}
+
+/**
+ * Check if a working directory is compatible with sandbox mode.
+ * Some paths (like cloud storage mounts) may not work with sandboxed execution.
+ *
+ * @param cwd - The working directory to check
+ * @param sandboxRequested - Whether sandbox mode was requested by settings
+ * @returns Object indicating if sandbox can be enabled and why not if disabled
+ */
+export function checkSandboxCompatibility(
+  cwd: string,
+  sandboxRequested: boolean
+): SandboxCompatibilityResult {
+  if (!sandboxRequested) {
+    return { enabled: false };
+  }
+
+  const resolvedCwd = path.resolve(cwd);
+
+  // Check for cloud storage paths that may not be compatible with sandbox
+  const cloudStoragePatterns = [
+    // macOS mounted volumes
+    /^\/Volumes\/GoogleDrive/i,
+    /^\/Volumes\/Dropbox/i,
+    /^\/Volumes\/OneDrive/i,
+    /^\/Volumes\/iCloud/i,
+    // macOS home directory
+    /^\/Users\/[^/]+\/Google Drive/i,
+    /^\/Users\/[^/]+\/Dropbox/i,
+    /^\/Users\/[^/]+\/OneDrive/i,
+    /^\/Users\/[^/]+\/Library\/Mobile Documents/i, // iCloud
+    // Linux home directory
+    /^\/home\/[^/]+\/Google Drive/i,
+    /^\/home\/[^/]+\/Dropbox/i,
+    /^\/home\/[^/]+\/OneDrive/i,
+    // Windows
+    /^C:\\Users\\[^\\]+\\Google Drive/i,
+    /^C:\\Users\\[^\\]+\\Dropbox/i,
+    /^C:\\Users\\[^\\]+\\OneDrive/i,
+  ];
+
+  for (const pattern of cloudStoragePatterns) {
+    if (pattern.test(resolvedCwd)) {
+      return {
+        enabled: false,
+        message: `Sandbox disabled: Cloud storage path detected (${resolvedCwd}). Sandbox mode may not work correctly with cloud-synced directories.`,
+      };
+    }
+  }
+
+  return { enabled: true };
+}
+
 /**
  * Validate that a working directory is allowed by ALLOWED_ROOT_DIRECTORY.
  * This is the centralized security check for ALL AI model invocations.
@@ -57,139 +118,6 @@ export function validateWorkingDirectory(cwd: string): void {
   }
 }
 
-/**
- * Known cloud storage path patterns where sandbox mode is incompatible.
- *
- * The Claude CLI sandbox feature uses filesystem isolation that conflicts with
- * cloud storage providers' virtual filesystem implementations. This causes the
- * Claude process to exit with code 1 when sandbox is enabled for these paths.
- *
- * Affected providers (macOS paths):
- * - Dropbox: ~/Library/CloudStorage/Dropbox-*
- * - Google Drive: ~/Library/CloudStorage/GoogleDrive-*
- * - OneDrive: ~/Library/CloudStorage/OneDrive-*
- * - iCloud Drive: ~/Library/Mobile Documents/
- * - Box: ~/Library/CloudStorage/Box-*
- *
- * Note: This is a known limitation when using cloud storage paths.
- */
-
-/**
- * macOS-specific cloud storage patterns that appear under ~/Library/
- * These are specific enough to use with includes() safely.
- */
-const MACOS_CLOUD_STORAGE_PATTERNS = [
-  '/Library/CloudStorage/', // Dropbox, Google Drive, OneDrive, Box on macOS
-  '/Library/Mobile Documents/', // iCloud Drive on macOS
-] as const;
-
-/**
- * Generic cloud storage folder names that need to be anchored to the home directory
- * to avoid false positives (e.g., /home/user/my-project-about-dropbox/).
- */
-const HOME_ANCHORED_CLOUD_FOLDERS = [
-  'Google Drive', // Google Drive on some systems
-  'Dropbox', // Dropbox on Linux/alternative installs
-  'OneDrive', // OneDrive on Linux/alternative installs
-] as const;
-
-/**
- * Check if a path is within a cloud storage location.
- *
- * Cloud storage providers use virtual filesystem implementations that are
- * incompatible with the Claude CLI sandbox feature, causing process crashes.
- *
- * Uses two detection strategies:
- * 1. macOS-specific patterns (under ~/Library/) - checked via includes()
- * 2. Generic folder names - anchored to home directory to avoid false positives
- *
- * @param cwd - The working directory path to check
- * @returns true if the path is in a cloud storage location
- */
-export function isCloudStoragePath(cwd: string): boolean {
-  const resolvedPath = path.resolve(cwd);
-  // Normalize to forward slashes for consistent pattern matching across platforms
-  let normalizedPath = resolvedPath.split(path.sep).join('/');
-  // Remove Windows drive letter if present (e.g., "C:/Users" -> "/Users")
-  // This ensures Unix paths in tests work the same on Windows
-  normalizedPath = normalizedPath.replace(/^[A-Za-z]:/, '');
-
-  // Check macOS-specific patterns (these are specific enough to use includes)
-  if (MACOS_CLOUD_STORAGE_PATTERNS.some((pattern) => normalizedPath.includes(pattern))) {
-    return true;
-  }
-
-  // Check home-anchored patterns to avoid false positives
-  // e.g., /home/user/my-project-about-dropbox/ should NOT match
-  const home = os.homedir();
-  for (const folder of HOME_ANCHORED_CLOUD_FOLDERS) {
-    const cloudPath = path.join(home, folder);
-    let normalizedCloudPath = cloudPath.split(path.sep).join('/');
-    // Remove Windows drive letter if present
-    normalizedCloudPath = normalizedCloudPath.replace(/^[A-Za-z]:/, '');
-    // Check if resolved path starts with the cloud storage path followed by a separator
-    // This ensures we match ~/Dropbox/project but not ~/Dropbox-archive or ~/my-dropbox-tool
-    if (
-      normalizedPath === normalizedCloudPath ||
-      normalizedPath.startsWith(normalizedCloudPath + '/')
-    ) {
-      return true;
-    }
-  }
-
-  return false;
-}
-
-/**
- * Result of sandbox compatibility check
- */
-export interface SandboxCheckResult {
-  /** Whether sandbox should be enabled */
-  enabled: boolean;
-  /** If disabled, the reason why */
-  disabledReason?: 'cloud_storage' | 'user_setting';
-  /** Human-readable message for logging/UI */
-  message?: string;
-}
-
-/**
- * Determine if sandbox mode should be enabled for a given configuration.
- *
- * Sandbox mode is automatically disabled for cloud storage paths because the
- * Claude CLI sandbox feature is incompatible with virtual filesystem
- * implementations used by cloud storage providers (Dropbox, Google Drive, etc.).
- *
- * @param cwd - The working directory
- * @param enableSandboxMode - User's sandbox mode setting
- * @returns SandboxCheckResult with enabled status and reason if disabled
- */
-export function checkSandboxCompatibility(
-  cwd: string,
-  enableSandboxMode?: boolean
-): SandboxCheckResult {
-  // User has explicitly disabled sandbox mode
-  if (enableSandboxMode === false) {
-    return {
-      enabled: false,
-      disabledReason: 'user_setting',
-    };
-  }
-
-  // Check for cloud storage incompatibility (applies when enabled or undefined)
-  if (isCloudStoragePath(cwd)) {
-    return {
-      enabled: false,
-      disabledReason: 'cloud_storage',
-      message: `Sandbox mode auto-disabled: Project is in a cloud storage location (${cwd}). The Claude CLI sandbox feature is incompatible with cloud storage filesystems. To use sandbox mode, move your project to a local directory.`,
-    };
-  }
-
-  // Sandbox is compatible and enabled (true or undefined defaults to enabled)
-  return {
-    enabled: true,
-  };
-}
-
 /**
  * Tool presets for different use cases
  */
@@ -272,55 +200,31 @@ export function getModelForUseCase(
 
 /**
  * Base options that apply to all SDK calls
+ * AUTONOMOUS MODE: Always bypass permissions for fully autonomous operation
  */
 function getBaseOptions(): Partial<Options> {
   return {
-    permissionMode: 'acceptEdits',
+    permissionMode: 'bypassPermissions',
+    allowDangerouslySkipPermissions: true,
   };
 }
 
 /**
- * MCP permission options result
+ * MCP options result
  */
-interface McpPermissionOptions {
-  /** Whether tools should be restricted to a preset */
-  shouldRestrictTools: boolean;
-  /** Options to spread when MCP bypass is enabled */
-  bypassOptions: Partial<Options>;
+interface McpOptions {
   /** Options to spread for MCP servers */
   mcpServerOptions: Partial<Options>;
 }
 
 /**
  * Build MCP-related options based on configuration.
- * Centralizes the logic for determining permission modes and tool restrictions
- * when MCP servers are configured.
  *
  * @param config - The SDK options config
- * @returns Object with MCP permission settings to spread into final options
+ * @returns Object with MCP server settings to spread into final options
  */
-function buildMcpOptions(config: CreateSdkOptionsConfig): McpPermissionOptions {
-  const hasMcpServers = config.mcpServers && Object.keys(config.mcpServers).length > 0;
-  // Default to true for autonomous workflow. Security is enforced when adding servers
-  // via the security warning dialog that explains the risks.
-  const mcpAutoApprove = config.mcpAutoApproveTools ?? true;
-  const mcpUnrestricted = config.mcpUnrestrictedTools ?? true;
-
-  // Determine if we should bypass permissions based on settings
-  const shouldBypassPermissions = hasMcpServers && mcpAutoApprove;
-  // Determine if we should restrict tools (only when no MCP or unrestricted is disabled)
-  const shouldRestrictTools = !hasMcpServers || !mcpUnrestricted;
-
+function buildMcpOptions(config: CreateSdkOptionsConfig): McpOptions {
   return {
-    shouldRestrictTools,
-    // Only include bypass options when MCP is configured and auto-approve is enabled
-    bypassOptions: shouldBypassPermissions
-      ? {
-          permissionMode: 'bypassPermissions' as const,
-          // Required flag when using bypassPermissions mode
-          allowDangerouslySkipPermissions: true,
-        }
-      : {},
     // Include MCP servers if configured
     mcpServerOptions: config.mcpServers ? { mcpServers: config.mcpServers } : {},
   };
@@ -422,18 +326,9 @@ export interface CreateSdkOptionsConfig {
   /** Enable auto-loading of CLAUDE.md files via SDK's settingSources */
   autoLoadClaudeMd?: boolean;
 
-  /** Enable sandbox mode for bash command isolation */
-  enableSandboxMode?: boolean;
-
   /** MCP servers to make available to the agent */
   mcpServers?: Record<string, McpServerConfig>;
 
-  /** Auto-approve MCP tool calls without permission prompts */
-  mcpAutoApproveTools?: boolean;
-
-  /** Allow unrestricted tools when MCP servers are enabled */
-  mcpUnrestrictedTools?: boolean;
-
   /** Extended thinking level for Claude models */
   thinkingLevel?: ThinkingLevel;
 }
@@ -554,7 +449,6 @@ export function createSuggestionsOptions(config: CreateSdkOptionsConfig): Option
  * - Full tool access for code modification
  * - Standard turns for interactive sessions
  * - Model priority: explicit model > session model > chat default
- * - Sandbox mode controlled by enableSandboxMode setting (auto-disabled for cloud storage)
  * - When autoLoadClaudeMd is true, uses preset mode and settingSources for CLAUDE.md loading
  */
 export function createChatOptions(config: CreateSdkOptionsConfig): Options {
@@ -573,24 +467,12 @@ export function createChatOptions(config: CreateSdkOptionsConfig): Options {
   // Build thinking options
   const thinkingOptions = buildThinkingOptions(config.thinkingLevel);
 
-  // Check sandbox compatibility (auto-disables for cloud storage paths)
-  const sandboxCheck = checkSandboxCompatibility(config.cwd, config.enableSandboxMode);
-
   return {
     ...getBaseOptions(),
     model: getModelForUseCase('chat', effectiveModel),
     maxTurns: MAX_TURNS.standard,
     cwd: config.cwd,
-    // Only restrict tools if no MCP servers configured or unrestricted is disabled
-    ...(mcpOptions.shouldRestrictTools && { allowedTools: [...TOOL_PRESETS.chat] }),
-    // Apply MCP bypass options if configured
-    ...mcpOptions.bypassOptions,
-    ...(sandboxCheck.enabled && {
-      sandbox: {
-        enabled: true,
-        autoAllowBashIfSandboxed: true,
-      },
-    }),
+    allowedTools: [...TOOL_PRESETS.chat],
     ...claudeMdOptions,
     ...thinkingOptions,
     ...(config.abortController && { abortController: config.abortController }),
@@ -605,7 +487,6 @@ export function createChatOptions(config: CreateSdkOptionsConfig): Options {
  * - Full tool access for code modification and implementation
  * - Extended turns for thorough feature implementation
  * - Uses default model (can be overridden)
- * - Sandbox mode controlled by enableSandboxMode setting (auto-disabled for cloud storage)
  * - When autoLoadClaudeMd is true, uses preset mode and settingSources for CLAUDE.md loading
  */
 export function createAutoModeOptions(config: CreateSdkOptionsConfig): Options {
@@ -621,24 +502,12 @@ export function createAutoModeOptions(config: CreateSdkOptionsConfig): Options {
   // Build thinking options
   const thinkingOptions = buildThinkingOptions(config.thinkingLevel);
 
-  // Check sandbox compatibility (auto-disables for cloud storage paths)
-  const sandboxCheck = checkSandboxCompatibility(config.cwd, config.enableSandboxMode);
-
   return {
     ...getBaseOptions(),
     model: getModelForUseCase('auto', config.model),
     maxTurns: MAX_TURNS.maximum,
     cwd: config.cwd,
-    // Only restrict tools if no MCP servers configured or unrestricted is disabled
-    ...(mcpOptions.shouldRestrictTools && { allowedTools: [...TOOL_PRESETS.fullAccess] }),
-    // Apply MCP bypass options if configured
-    ...mcpOptions.bypassOptions,
-    ...(sandboxCheck.enabled && {
-      sandbox: {
-        enabled: true,
-        autoAllowBashIfSandboxed: true,
-      },
-    }),
+    allowedTools: [...TOOL_PRESETS.fullAccess],
     ...claudeMdOptions,
     ...thinkingOptions,
     ...(config.abortController && { abortController: config.abortController }),
@@ -656,7 +525,6 @@ export function createCustomOptions(
   config: CreateSdkOptionsConfig & {
     maxTurns?: number;
     allowedTools?: readonly string[];
-    sandbox?: { enabled: boolean; autoAllowBashIfSandboxed?: boolean };
   }
 ): Options {
   // Validate working directory before creating options
@@ -671,22 +539,17 @@ export function createCustomOptions(
   // Build thinking options
   const thinkingOptions = buildThinkingOptions(config.thinkingLevel);
 
-  // For custom options: use explicit allowedTools if provided, otherwise use preset based on MCP settings
+  // For custom options: use explicit allowedTools if provided, otherwise default to readOnly
   const effectiveAllowedTools = config.allowedTools
     ? [...config.allowedTools]
-    : mcpOptions.shouldRestrictTools
-      ? [...TOOL_PRESETS.readOnly]
-      : undefined;
+    : [...TOOL_PRESETS.readOnly];
 
   return {
     ...getBaseOptions(),
     model: getModelForUseCase('default', config.model),
     maxTurns: config.maxTurns ?? MAX_TURNS.maximum,
     cwd: config.cwd,
-    ...(effectiveAllowedTools && { allowedTools: effectiveAllowedTools }),
-    ...(config.sandbox && { sandbox: config.sandbox }),
-    // Apply MCP bypass options if configured
-    ...mcpOptions.bypassOptions,
+    allowedTools: effectiveAllowedTools,
     ...claudeMdOptions,
     ...thinkingOptions,
     ...(config.abortController && { abortController: config.abortController }),

apps/server/src/lib/settings-helpers.ts

@@ -55,34 +55,6 @@ export async function getAutoLoadClaudeMdSetting(
   }
 }
 
-/**
- * Get the enableSandboxMode setting from global settings.
- * Returns false if settings service is not available.
- *
- * @param settingsService - Optional settings service instance
- * @param logPrefix - Prefix for log messages (e.g., '[AgentService]')
- * @returns Promise resolving to the enableSandboxMode setting value
- */
-export async function getEnableSandboxModeSetting(
-  settingsService?: SettingsService | null,
-  logPrefix = '[SettingsHelper]'
-): Promise<boolean> {
-  if (!settingsService) {
-    logger.info(`${logPrefix} SettingsService not available, sandbox mode disabled`);
-    return false;
-  }
-
-  try {
-    const globalSettings = await settingsService.getGlobalSettings();
-    const result = globalSettings.enableSandboxMode ?? false;
-    logger.info(`${logPrefix} enableSandboxMode from global settings: ${result}`);
-    return result;
-  } catch (error) {
-    logger.error(`${logPrefix} Failed to load enableSandboxMode setting:`, error);
-    throw error;
-  }
-}
-
 /**
  * Filters out CLAUDE.md from context files when autoLoadClaudeMd is enabled
  * and rebuilds the formatted prompt without it.

apps/server/src/providers/claude-provider.ts

@@ -70,17 +70,6 @@ export class ClaudeProvider extends BaseProvider {
     const maxThinkingTokens = getThinkingTokenBudget(thinkingLevel);
 
     // Build Claude SDK options
-    // AUTONOMOUS MODE: Always bypass permissions for fully autonomous operation
-    const hasMcpServers = options.mcpServers && Object.keys(options.mcpServers).length > 0;
-    // Base tools available to all agents
-    // Note: 'Skill' and 'Task' tools are added dynamically by agent-service.ts
-    // based on whether skills/subagents are enabled in settings
-    const defaultTools = ['Read', 'Write', 'Edit', 'Glob', 'Grep', 'Bash', 'WebSearch', 'WebFetch'];
-
-    // AUTONOMOUS MODE: Always bypass permissions and allow unrestricted tools
-    // Only restrict tools when no MCP servers are configured
-    const shouldRestrictTools = !hasMcpServers;
-
     const sdkOptions: Options = {
       model,
       systemPrompt,
@@ -88,10 +77,9 @@ export class ClaudeProvider extends BaseProvider {
       cwd,
       // Pass only explicitly allowed environment variables to SDK
       env: buildEnv(),
-      // Only restrict tools if explicitly set OR (no MCP / unrestricted disabled)
-      ...(allowedTools && shouldRestrictTools && { allowedTools }),
-      ...(!allowedTools && shouldRestrictTools && { allowedTools: defaultTools }),
-      // AUTONOMOUS MODE: Always bypass permissions and allow dangerous operations
+      // Pass through allowedTools if provided by caller (decided by sdk-options.ts)
+      ...(allowedTools && { allowedTools }),
+      // AUTONOMOUS MODE: Always bypass permissions for fully autonomous operation
       permissionMode: 'bypassPermissions',
       allowDangerouslySkipPermissions: true,
       abortController,
@@ -101,8 +89,6 @@ export class ClaudeProvider extends BaseProvider {
         : {}),
       // Forward settingSources for CLAUDE.md file loading
       ...(options.settingSources && { settingSources: options.settingSources }),
-      // Forward sandbox configuration
-      ...(options.sandbox && { sandbox: options.sandbox }),
       // Forward MCP servers configuration
       ...(options.mcpServers && { mcpServers: options.mcpServers }),
       // Extended thinking configuration

apps/server/src/providers/codex-config-manager.ts

@@ -0,0 +1,85 @@
+/**
+ * Codex Config Manager - Writes MCP server configuration for Codex CLI
+ */
+
+import path from 'path';
+import type { McpServerConfig } from '@automaker/types';
+import * as secureFs from '../lib/secure-fs.js';
+
+const CODEX_CONFIG_DIR = '.codex';
+const CODEX_CONFIG_FILENAME = 'config.toml';
+const CODEX_MCP_SECTION = 'mcp_servers';
+
+function formatTomlString(value: string): string {
+  return JSON.stringify(value);
+}
+
+function formatTomlArray(values: string[]): string {
+  const formatted = values.map((value) => formatTomlString(value)).join(', ');
+  return `[${formatted}]`;
+}
+
+function formatTomlInlineTable(values: Record<string, string>): string {
+  const entries = Object.entries(values).map(
+    ([key, value]) => `${key} = ${formatTomlString(value)}`
+  );
+  return `{ ${entries.join(', ')} }`;
+}
+
+function formatTomlKey(key: string): string {
+  return `"${key.replace(/"/g, '\\"')}"`;
+}
+
+function buildServerBlock(name: string, server: McpServerConfig): string[] {
+  const lines: string[] = [];
+  const section = `${CODEX_MCP_SECTION}.${formatTomlKey(name)}`;
+  lines.push(`[${section}]`);
+
+  if (server.type) {
+    lines.push(`type = ${formatTomlString(server.type)}`);
+  }
+
+  if ('command' in server && server.command) {
+    lines.push(`command = ${formatTomlString(server.command)}`);
+  }
+
+  if ('args' in server && server.args && server.args.length > 0) {
+    lines.push(`args = ${formatTomlArray(server.args)}`);
+  }
+
+  if ('env' in server && server.env && Object.keys(server.env).length > 0) {
+    lines.push(`env = ${formatTomlInlineTable(server.env)}`);
+  }
+
+  if ('url' in server && server.url) {
+    lines.push(`url = ${formatTomlString(server.url)}`);
+  }
+
+  if ('headers' in server && server.headers && Object.keys(server.headers).length > 0) {
+    lines.push(`headers = ${formatTomlInlineTable(server.headers)}`);
+  }
+
+  return lines;
+}
+
+export class CodexConfigManager {
+  async configureMcpServers(
+    cwd: string,
+    mcpServers: Record<string, McpServerConfig>
+  ): Promise<void> {
+    const configDir = path.join(cwd, CODEX_CONFIG_DIR);
+    const configPath = path.join(configDir, CODEX_CONFIG_FILENAME);
+
+    await secureFs.mkdir(configDir, { recursive: true });
+
+    const blocks: string[] = [];
+    for (const [name, server] of Object.entries(mcpServers)) {
+      blocks.push(...buildServerBlock(name, server), '');
+    }
+
+    const content = blocks.join('\n').trim();
+    if (content) {
+      await secureFs.writeFile(configPath, content + '\n', 'utf-8');
+    }
+  }
+}

apps/server/src/providers/codex-models.ts

@@ -0,0 +1,123 @@
+/**
+ * Codex Model Definitions
+ *
+ * Official Codex CLI models as documented at https://developers.openai.com/codex/models/
+ */
+
+import { CODEX_MODEL_MAP } from '@automaker/types';
+import type { ModelDefinition } from './types.js';
+
+const CONTEXT_WINDOW_200K = 200000;
+const CONTEXT_WINDOW_128K = 128000;
+const MAX_OUTPUT_32K = 32000;
+const MAX_OUTPUT_16K = 16000;
+
+/**
+ * All available Codex models with their specifications
+ */
+export const CODEX_MODELS: ModelDefinition[] = [
+  // ========== Codex-Specific Models ==========
+  {
+    id: CODEX_MODEL_MAP.gpt52Codex,
+    name: 'GPT-5.2-Codex',
+    modelString: CODEX_MODEL_MAP.gpt52Codex,
+    provider: 'openai',
+    description:
+      'Most advanced agentic coding model for complex software engineering (default for ChatGPT users).',
+    contextWindow: CONTEXT_WINDOW_200K,
+    maxOutputTokens: MAX_OUTPUT_32K,
+    supportsVision: true,
+    supportsTools: true,
+    tier: 'premium' as const,
+    default: true,
+    hasReasoning: true,
+  },
+  {
+    id: CODEX_MODEL_MAP.gpt5Codex,
+    name: 'GPT-5-Codex',
+    modelString: CODEX_MODEL_MAP.gpt5Codex,
+    provider: 'openai',
+    description: 'Purpose-built for Codex CLI with versatile tool use (default for CLI users).',
+    contextWindow: CONTEXT_WINDOW_200K,
+    maxOutputTokens: MAX_OUTPUT_32K,
+    supportsVision: true,
+    supportsTools: true,
+    tier: 'standard' as const,
+    hasReasoning: true,
+  },
+  {
+    id: CODEX_MODEL_MAP.gpt5CodexMini,
+    name: 'GPT-5-Codex-Mini',
+    modelString: CODEX_MODEL_MAP.gpt5CodexMini,
+    provider: 'openai',
+    description: 'Faster workflows optimized for low-latency code Q&A and editing.',
+    contextWindow: CONTEXT_WINDOW_128K,
+    maxOutputTokens: MAX_OUTPUT_16K,
+    supportsVision: false,
+    supportsTools: true,
+    tier: 'basic' as const,
+    hasReasoning: false,
+  },
+  {
+    id: CODEX_MODEL_MAP.codex1,
+    name: 'Codex-1',
+    modelString: CODEX_MODEL_MAP.codex1,
+    provider: 'openai',
+    description: 'Version of o3 optimized for software engineering with advanced reasoning.',
+    contextWindow: CONTEXT_WINDOW_200K,
+    maxOutputTokens: MAX_OUTPUT_32K,
+    supportsVision: true,
+    supportsTools: true,
+    tier: 'premium' as const,
+    hasReasoning: true,
+  },
+  {
+    id: CODEX_MODEL_MAP.codexMiniLatest,
+    name: 'Codex-Mini-Latest',
+    modelString: CODEX_MODEL_MAP.codexMiniLatest,
+    provider: 'openai',
+    description: 'Version of o4-mini designed for Codex with faster workflows.',
+    contextWindow: CONTEXT_WINDOW_128K,
+    maxOutputTokens: MAX_OUTPUT_16K,
+    supportsVision: true,
+    supportsTools: true,
+    tier: 'standard' as const,
+    hasReasoning: false,
+  },
+
+  // ========== Base GPT-5 Model ==========
+  {
+    id: CODEX_MODEL_MAP.gpt5,
+    name: 'GPT-5',
+    modelString: CODEX_MODEL_MAP.gpt5,
+    provider: 'openai',
+    description: 'GPT-5 base flagship model with strong general-purpose capabilities.',
+    contextWindow: CONTEXT_WINDOW_200K,
+    maxOutputTokens: MAX_OUTPUT_32K,
+    supportsVision: true,
+    supportsTools: true,
+    tier: 'standard' as const,
+    hasReasoning: true,
+  },
+];
+
+/**
+ * Get model definition by ID
+ */
+export function getCodexModelById(modelId: string): ModelDefinition | undefined {
+  return CODEX_MODELS.find((m) => m.id === modelId || m.modelString === modelId);
+}
+
+/**
+ * Get all models that support reasoning
+ */
+export function getReasoningModels(): ModelDefinition[] {
+  return CODEX_MODELS.filter((m) => m.hasReasoning);
+}
+
+/**
+ * Get models by tier
+ */
+export function getModelsByTier(tier: 'premium' | 'standard' | 'basic'): ModelDefinition[] {
+  return CODEX_MODELS.filter((m) => m.tier === tier);
+}

apps/server/src/providers/codex-sdk-client.ts

@@ -0,0 +1,173 @@
+/**
+ * Codex SDK client - Executes Codex queries via official @openai/codex-sdk
+ *
+ * Used for programmatic control of Codex from within the application.
+ * Provides cleaner integration than spawning CLI processes.
+ */
+
+import { Codex } from '@openai/codex-sdk';
+import { formatHistoryAsText, classifyError, getUserFriendlyErrorMessage } from '@automaker/utils';
+import { supportsReasoningEffort } from '@automaker/types';
+import type { ExecuteOptions, ProviderMessage } from './types.js';
+
+const OPENAI_API_KEY_ENV = 'OPENAI_API_KEY';
+const SDK_HISTORY_HEADER = 'Current request:\n';
+const DEFAULT_RESPONSE_TEXT = '';
+const SDK_ERROR_DETAILS_LABEL = 'Details:';
+
+type PromptBlock = {
+  type: string;
+  text?: string;
+  source?: {
+    type?: string;
+    media_type?: string;
+    data?: string;
+  };
+};
+
+function resolveApiKey(): string {
+  const apiKey = process.env[OPENAI_API_KEY_ENV];
+  if (!apiKey) {
+    throw new Error('OPENAI_API_KEY is not set.');
+  }
+  return apiKey;
+}
+
+function normalizePromptBlocks(prompt: ExecuteOptions['prompt']): PromptBlock[] {
+  if (Array.isArray(prompt)) {
+    return prompt as PromptBlock[];
+  }
+  return [{ type: 'text', text: prompt }];
+}
+
+function buildPromptText(options: ExecuteOptions, systemPrompt: string | null): string {
+  const historyText =
+    options.conversationHistory && options.conversationHistory.length > 0
+      ? formatHistoryAsText(options.conversationHistory)
+      : '';
+
+  const promptBlocks = normalizePromptBlocks(options.prompt);
+  const promptTexts: string[] = [];
+
+  for (const block of promptBlocks) {
+    if (block.type === 'text' && typeof block.text === 'string' && block.text.trim()) {
+      promptTexts.push(block.text);
+    }
+  }
+
+  const promptContent = promptTexts.join('\n\n');
+  if (!promptContent.trim()) {
+    throw new Error('Codex SDK prompt is empty.');
+  }
+
+  const parts: string[] = [];
+  if (systemPrompt) {
+    parts.push(`System: ${systemPrompt}`);
+  }
+  if (historyText) {
+    parts.push(historyText);
+  }
+  parts.push(`${SDK_HISTORY_HEADER}${promptContent}`);
+
+  return parts.join('\n\n');
+}
+
+function buildSdkErrorMessage(rawMessage: string, userMessage: string): string {
+  if (!rawMessage) {
+    return userMessage;
+  }
+  if (!userMessage || rawMessage === userMessage) {
+    return rawMessage;
+  }
+  return `${userMessage}\n\n${SDK_ERROR_DETAILS_LABEL} ${rawMessage}`;
+}
+
+/**
+ * Execute a query using the official Codex SDK
+ *
+ * The SDK provides a cleaner interface than spawning CLI processes:
+ * - Handles authentication automatically
+ * - Provides TypeScript types
+ * - Supports thread management and resumption
+ * - Better error handling
+ */
+export async function* executeCodexSdkQuery(
+  options: ExecuteOptions,
+  systemPrompt: string | null
+): AsyncGenerator<ProviderMessage> {
+  try {
+    const apiKey = resolveApiKey();
+    const codex = new Codex({ apiKey });
+
+    // Resume existing thread or start new one
+    let thread;
+    if (options.sdkSessionId) {
+      try {
+        thread = codex.resumeThread(options.sdkSessionId);
+      } catch {
+        // If resume fails, start a new thread
+        thread = codex.startThread();
+      }
+    } else {
+      thread = codex.startThread();
+    }
+
+    const promptText = buildPromptText(options, systemPrompt);
+
+    // Build run options with reasoning effort if supported
+    const runOptions: {
+      signal?: AbortSignal;
+      reasoning?: { effort: string };
+    } = {
+      signal: options.abortController?.signal,
+    };
+
+    // Add reasoning effort if model supports it and reasoningEffort is specified
+    if (
+      options.reasoningEffort &&
+      supportsReasoningEffort(options.model) &&
+      options.reasoningEffort !== 'none'
+    ) {
+      runOptions.reasoning = { effort: options.reasoningEffort };
+    }
+
+    // Run the query
+    const result = await thread.run(promptText, runOptions);
+
+    // Extract response text (from finalResponse property)
+    const outputText = result.finalResponse ?? DEFAULT_RESPONSE_TEXT;
+
+    // Get thread ID (may be null if not populated yet)
+    const threadId = thread.id ?? undefined;
+
+    // Yield assistant message
+    yield {
+      type: 'assistant',
+      session_id: threadId,
+      message: {
+        role: 'assistant',
+        content: [{ type: 'text', text: outputText }],
+      },
+    };
+
+    // Yield result
+    yield {
+      type: 'result',
+      subtype: 'success',
+      session_id: threadId,
+      result: outputText,
+    };
+  } catch (error) {
+    const errorInfo = classifyError(error);
+    const userMessage = getUserFriendlyErrorMessage(error);
+    const combinedMessage = buildSdkErrorMessage(errorInfo.message, userMessage);
+    console.error('[CodexSDK] executeQuery() error during execution:', {
+      type: errorInfo.type,
+      message: errorInfo.message,
+      isRateLimit: errorInfo.isRateLimit,
+      retryAfter: errorInfo.retryAfter,
+      stack: error instanceof Error ? error.stack : undefined,
+    });
+    yield { type: 'error', error: combinedMessage };
+  }
+}

apps/server/src/providers/codex-tool-mapping.ts

@@ -0,0 +1,436 @@
+export type CodexToolResolution = {
+  name: string;
+  input: Record<string, unknown>;
+};
+
+export type CodexTodoItem = {
+  content: string;
+  status: 'pending' | 'in_progress' | 'completed';
+  activeForm?: string;
+};
+
+const TOOL_NAME_BASH = 'Bash';
+const TOOL_NAME_READ = 'Read';
+const TOOL_NAME_EDIT = 'Edit';
+const TOOL_NAME_WRITE = 'Write';
+const TOOL_NAME_GREP = 'Grep';
+const TOOL_NAME_GLOB = 'Glob';
+const TOOL_NAME_TODO = 'TodoWrite';
+const TOOL_NAME_DELETE = 'Delete';
+const TOOL_NAME_LS = 'Ls';
+
+const INPUT_KEY_COMMAND = 'command';
+const INPUT_KEY_FILE_PATH = 'file_path';
+const INPUT_KEY_PATTERN = 'pattern';
+
+const SHELL_WRAPPER_PATTERNS = [
+  /^\/bin\/bash\s+-lc\s+["']([\s\S]+)["']$/,
+  /^bash\s+-lc\s+["']([\s\S]+)["']$/,
+  /^\/bin\/sh\s+-lc\s+["']([\s\S]+)["']$/,
+  /^sh\s+-lc\s+["']([\s\S]+)["']$/,
+  /^cmd\.exe\s+\/c\s+["']?([\s\S]+)["']?$/i,
+  /^powershell(?:\.exe)?\s+-Command\s+["']?([\s\S]+)["']?$/i,
+  /^pwsh(?:\.exe)?\s+-Command\s+["']?([\s\S]+)["']?$/i,
+] as const;
+
+const COMMAND_SEPARATOR_PATTERN = /\s*(?:&&|\|\||;)\s*/;
+const SEGMENT_SKIP_PREFIXES = ['cd ', 'export ', 'set ', 'pushd '] as const;
+const WRAPPER_COMMANDS = new Set(['sudo', 'env', 'command']);
+const READ_COMMANDS = new Set(['cat', 'sed', 'head', 'tail', 'less', 'more', 'bat', 'stat', 'wc']);
+const SEARCH_COMMANDS = new Set(['rg', 'grep', 'ag', 'ack']);
+const GLOB_COMMANDS = new Set(['ls', 'find', 'fd', 'tree']);
+const DELETE_COMMANDS = new Set(['rm', 'del', 'erase', 'remove', 'unlink']);
+const LIST_COMMANDS = new Set(['ls', 'dir', 'll', 'la']);
+const WRITE_COMMANDS = new Set(['tee', 'touch', 'mkdir']);
+const APPLY_PATCH_COMMAND = 'apply_patch';
+const APPLY_PATCH_PATTERN = /\bapply_patch\b/;
+const REDIRECTION_TARGET_PATTERN = /(?:>>|>)\s*([^\s]+)/;
+const SED_IN_PLACE_FLAGS = new Set(['-i', '--in-place']);
+const PERL_IN_PLACE_FLAG = /-.*i/;
+const SEARCH_PATTERN_FLAGS = new Set(['-e', '--regexp']);
+const SEARCH_VALUE_FLAGS = new Set([
+  '-g',
+  '--glob',
+  '--iglob',
+  '--type',
+  '--type-add',
+  '--type-clear',
+  '--encoding',
+]);
+const SEARCH_FILE_LIST_FLAGS = new Set(['--files']);
+const TODO_LINE_PATTERN = /^[-*]\s*(?:\[(?<status>[ x~])\]\s*)?(?<content>.+)$/;
+const TODO_STATUS_COMPLETED = 'completed';
+const TODO_STATUS_IN_PROGRESS = 'in_progress';
+const TODO_STATUS_PENDING = 'pending';
+const PATCH_FILE_MARKERS = [
+  '*** Update File: ',
+  '*** Add File: ',
+  '*** Delete File: ',
+  '*** Move to: ',
+] as const;
+
+function stripShellWrapper(command: string): string {
+  const trimmed = command.trim();
+  for (const pattern of SHELL_WRAPPER_PATTERNS) {
+    const match = trimmed.match(pattern);
+    if (match && match[1]) {
+      return unescapeCommand(match[1].trim());
+    }
+  }
+  return trimmed;
+}
+
+function unescapeCommand(command: string): string {
+  return command.replace(/\\(["'])/g, '$1');
+}
+
+function extractPrimarySegment(command: string): string {
+  const segments = command
+    .split(COMMAND_SEPARATOR_PATTERN)
+    .map((segment) => segment.trim())
+    .filter(Boolean);
+
+  for (const segment of segments) {
+    const shouldSkip = SEGMENT_SKIP_PREFIXES.some((prefix) => segment.startsWith(prefix));
+    if (!shouldSkip) {
+      return segment;
+    }
+  }
+
+  return command.trim();
+}
+
+function tokenizeCommand(command: string): string[] {
+  const tokens: string[] = [];
+  let current = '';
+  let inSingleQuote = false;
+  let inDoubleQuote = false;
+  let isEscaped = false;
+
+  for (const char of command) {
+    if (isEscaped) {
+      current += char;
+      isEscaped = false;
+      continue;
+    }
+
+    if (char === '\\') {
+      isEscaped = true;
+      continue;
+    }
+
+    if (char === "'" && !inDoubleQuote) {
+      inSingleQuote = !inSingleQuote;
+      continue;
+    }
+
+    if (char === '"' && !inSingleQuote) {
+      inDoubleQuote = !inDoubleQuote;
+      continue;
+    }
+
+    if (!inSingleQuote && !inDoubleQuote && /\s/.test(char)) {
+      if (current) {
+        tokens.push(current);
+        current = '';
+      }
+      continue;
+    }
+
+    current += char;
+  }
+
+  if (current) {
+    tokens.push(current);
+  }
+
+  return tokens;
+}
+
+function stripWrapperTokens(tokens: string[]): string[] {
+  let index = 0;
+  while (index < tokens.length && WRAPPER_COMMANDS.has(tokens[index].toLowerCase())) {
+    index += 1;
+  }
+  return tokens.slice(index);
+}
+
+function extractFilePathFromTokens(tokens: string[]): string | null {
+  const candidates = tokens.slice(1).filter((token) => token && !token.startsWith('-'));
+  if (candidates.length === 0) return null;
+  return candidates[candidates.length - 1];
+}
+
+function extractSearchPattern(tokens: string[]): string | null {
+  const remaining = tokens.slice(1);
+
+  for (let index = 0; index < remaining.length; index += 1) {
+    const token = remaining[index];
+    if (token === '--') {
+      return remaining[index + 1] ?? null;
+    }
+    if (SEARCH_PATTERN_FLAGS.has(token)) {
+      return remaining[index + 1] ?? null;
+    }
+    if (SEARCH_VALUE_FLAGS.has(token)) {
+      index += 1;
+      continue;
+    }
+    if (token.startsWith('-')) {
+      continue;
+    }
+    return token;
+  }
+
+  return null;
+}
+
+function extractTeeTarget(tokens: string[]): string | null {
+  const teeIndex = tokens.findIndex((token) => token === 'tee');
+  if (teeIndex < 0) return null;
+  const candidate = tokens[teeIndex + 1];
+  return candidate && !candidate.startsWith('-') ? candidate : null;
+}
+
+function extractRedirectionTarget(command: string): string | null {
+  const match = command.match(REDIRECTION_TARGET_PATTERN);
+  return match?.[1] ?? null;
+}
+
+function extractFilePathFromDeleteTokens(tokens: string[]): string | null {
+  // rm file.txt or rm /path/to/file.txt
+  // Skip flags and get the first non-flag argument
+  for (let i = 1; i < tokens.length; i++) {
+    const token = tokens[i];
+    if (token && !token.startsWith('-')) {
+      return token;
+    }
+  }
+  return null;
+}
+
+function hasSedInPlaceFlag(tokens: string[]): boolean {
+  return tokens.some((token) => SED_IN_PLACE_FLAGS.has(token) || token.startsWith('-i'));
+}
+
+function hasPerlInPlaceFlag(tokens: string[]): boolean {
+  return tokens.some((token) => PERL_IN_PLACE_FLAG.test(token));
+}
+
+function extractPatchFilePath(command: string): string | null {
+  for (const marker of PATCH_FILE_MARKERS) {
+    const index = command.indexOf(marker);
+    if (index < 0) continue;
+    const start = index + marker.length;
+    const end = command.indexOf('\n', start);
+    const rawPath = (end === -1 ? command.slice(start) : command.slice(start, end)).trim();
+    if (rawPath) return rawPath;
+  }
+  return null;
+}
+
+function buildInputWithFilePath(filePath: string | null): Record<string, unknown> {
+  return filePath ? { [INPUT_KEY_FILE_PATH]: filePath } : {};
+}
+
+function buildInputWithPattern(pattern: string | null): Record<string, unknown> {
+  return pattern ? { [INPUT_KEY_PATTERN]: pattern } : {};
+}
+
+export function resolveCodexToolCall(command: string): CodexToolResolution {
+  const normalized = stripShellWrapper(command);
+  const primarySegment = extractPrimarySegment(normalized);
+  const tokens = stripWrapperTokens(tokenizeCommand(primarySegment));
+  const commandToken = tokens[0]?.toLowerCase() ?? '';
+
+  const redirectionTarget = extractRedirectionTarget(primarySegment);
+  if (redirectionTarget) {
+    return {
+      name: TOOL_NAME_WRITE,
+      input: buildInputWithFilePath(redirectionTarget),
+    };
+  }
+
+  if (commandToken === APPLY_PATCH_COMMAND || APPLY_PATCH_PATTERN.test(primarySegment)) {
+    return {
+      name: TOOL_NAME_EDIT,
+      input: buildInputWithFilePath(extractPatchFilePath(primarySegment)),
+    };
+  }
+
+  if (commandToken === 'sed' && hasSedInPlaceFlag(tokens)) {
+    return {
+      name: TOOL_NAME_EDIT,
+      input: buildInputWithFilePath(extractFilePathFromTokens(tokens)),
+    };
+  }
+
+  if (commandToken === 'perl' && hasPerlInPlaceFlag(tokens)) {
+    return {
+      name: TOOL_NAME_EDIT,
+      input: buildInputWithFilePath(extractFilePathFromTokens(tokens)),
+    };
+  }
+
+  if (WRITE_COMMANDS.has(commandToken)) {
+    const filePath =
+      commandToken === 'tee' ? extractTeeTarget(tokens) : extractFilePathFromTokens(tokens);
+    return {
+      name: TOOL_NAME_WRITE,
+      input: buildInputWithFilePath(filePath),
+    };
+  }
+
+  if (SEARCH_COMMANDS.has(commandToken)) {
+    if (tokens.some((token) => SEARCH_FILE_LIST_FLAGS.has(token))) {
+      return {
+        name: TOOL_NAME_GLOB,
+        input: buildInputWithPattern(extractFilePathFromTokens(tokens)),
+      };
+    }
+
+    return {
+      name: TOOL_NAME_GREP,
+      input: buildInputWithPattern(extractSearchPattern(tokens)),
+    };
+  }
+
+  // Handle Delete commands (rm, del, erase, remove, unlink)
+  if (DELETE_COMMANDS.has(commandToken)) {
+    // Skip if -r or -rf flags (recursive delete should go to Bash)
+    if (
+      tokens.some((token) => token === '-r' || token === '-rf' || token === '-f' || token === '-rf')
+    ) {
+      return {
+        name: TOOL_NAME_BASH,
+        input: { [INPUT_KEY_COMMAND]: normalized },
+      };
+    }
+    // Simple file deletion - extract the file path
+    const filePath = extractFilePathFromDeleteTokens(tokens);
+    if (filePath) {
+      return {
+        name: TOOL_NAME_DELETE,
+        input: { path: filePath },
+      };
+    }
+    // Fall back to bash if we can't determine the file path
+    return {
+      name: TOOL_NAME_BASH,
+      input: { [INPUT_KEY_COMMAND]: normalized },
+    };
+  }
+
+  // Handle simple Ls commands (just listing, not find/glob)
+  if (LIST_COMMANDS.has(commandToken)) {
+    const filePath = extractFilePathFromTokens(tokens);
+    return {
+      name: TOOL_NAME_LS,
+      input: { path: filePath || '.' },
+    };
+  }
+
+  if (GLOB_COMMANDS.has(commandToken)) {
+    return {
+      name: TOOL_NAME_GLOB,
+      input: buildInputWithPattern(extractFilePathFromTokens(tokens)),
+    };
+  }
+
+  if (READ_COMMANDS.has(commandToken)) {
+    return {
+      name: TOOL_NAME_READ,
+      input: buildInputWithFilePath(extractFilePathFromTokens(tokens)),
+    };
+  }
+
+  return {
+    name: TOOL_NAME_BASH,
+    input: { [INPUT_KEY_COMMAND]: normalized },
+  };
+}
+
+function parseTodoLines(lines: string[]): CodexTodoItem[] {
+  const todos: CodexTodoItem[] = [];
+
+  for (const line of lines) {
+    const match = line.match(TODO_LINE_PATTERN);
+    if (!match?.groups?.content) continue;
+
+    const statusToken = match.groups.status;
+    const status =
+      statusToken === 'x'
+        ? TODO_STATUS_COMPLETED
+        : statusToken === '~'
+          ? TODO_STATUS_IN_PROGRESS
+          : TODO_STATUS_PENDING;
+
+    todos.push({ content: match.groups.content.trim(), status });
+  }
+
+  return todos;
+}
+
+function extractTodoFromArray(value: unknown[]): CodexTodoItem[] {
+  return value
+    .map((entry) => {
+      if (typeof entry === 'string') {
+        return { content: entry, status: TODO_STATUS_PENDING };
+      }
+      if (entry && typeof entry === 'object') {
+        const record = entry as Record<string, unknown>;
+        const content =
+          typeof record.content === 'string'
+            ? record.content
+            : typeof record.text === 'string'
+              ? record.text
+              : typeof record.title === 'string'
+                ? record.title
+                : null;
+        if (!content) return null;
+        const status =
+          record.status === TODO_STATUS_COMPLETED ||
+          record.status === TODO_STATUS_IN_PROGRESS ||
+          record.status === TODO_STATUS_PENDING
+            ? (record.status as CodexTodoItem['status'])
+            : TODO_STATUS_PENDING;
+        const activeForm = typeof record.activeForm === 'string' ? record.activeForm : undefined;
+        return { content, status, activeForm };
+      }
+      return null;
+    })
+    .filter((item): item is CodexTodoItem => Boolean(item));
+}
+
+export function extractCodexTodoItems(item: Record<string, unknown>): CodexTodoItem[] | null {
+  const todosValue = item.todos;
+  if (Array.isArray(todosValue)) {
+    const todos = extractTodoFromArray(todosValue);
+    return todos.length > 0 ? todos : null;
+  }
+
+  const itemsValue = item.items;
+  if (Array.isArray(itemsValue)) {
+    const todos = extractTodoFromArray(itemsValue);
+    return todos.length > 0 ? todos : null;
+  }
+
+  const textValue =
+    typeof item.text === 'string'
+      ? item.text
+      : typeof item.content === 'string'
+        ? item.content
+        : null;
+  if (!textValue) return null;
+
+  const lines = textValue
+    .split('\n')
+    .map((line) => line.trim())
+    .filter(Boolean);
+  const todos = parseTodoLines(lines);
+  return todos.length > 0 ? todos : null;
+}
+
+export function getCodexTodoToolName(): string {
+  return TOOL_NAME_TODO;
+}

apps/server/src/providers/cursor-provider.ts

@@ -29,6 +29,8 @@ import type {
   ContentBlock,
 } from './types.js';
 import { stripProviderPrefix } from '@automaker/types';
+import { validateApiKey } from '../lib/auth-utils.js';
+import { getEffectivePermissions } from '../services/cursor-config-service.js';
 import {
   type CursorStreamEvent,
   type CursorSystemEvent,
@@ -321,12 +323,19 @@ export class CursorProvider extends CliProvider {
     // Build CLI arguments for cursor-agent
     // NOTE: Prompt is NOT included here - it's passed via stdin to avoid
     // shell escaping issues when content contains $(), backticks, etc.
-    const cliArgs: string[] = [
+    const cliArgs: string[] = [];
+
+    // If using Cursor IDE (cliPath is 'cursor' not 'cursor-agent'), add 'agent' subcommand
+    if (this.cliPath && !this.cliPath.includes('cursor-agent')) {
+      cliArgs.push('agent');
+    }
+
+    cliArgs.push(
       '-p', // Print mode (non-interactive)
       '--output-format',
       'stream-json',
-      '--stream-partial-output', // Real-time streaming
-    ];
+      '--stream-partial-output' // Real-time streaming
+    );
 
     // Only add --force if NOT in read-only mode
     // Without --force, Cursor CLI suggests changes but doesn't apply them
@@ -472,7 +481,9 @@ export class CursorProvider extends CliProvider {
   // ==========================================================================
 
   /**
-   * Override CLI detection to add Cursor-specific versions directory check
+   * Override CLI detection to add Cursor-specific checks:
+   * 1. Versions directory for cursor-agent installations
+   * 2. Cursor IDE with 'cursor agent' subcommand support
    */
   protected detectCli(): CliDetectionResult {
     // First try standard detection (PATH, common paths, WSL)
@@ -507,6 +518,39 @@ export class CursorProvider extends CliProvider {
       }
     }
 
+    // If cursor-agent not found, try to find 'cursor' IDE and use 'cursor agent' subcommand
+    // The Cursor IDE includes the agent as a subcommand: cursor agent
+    if (process.platform !== 'win32') {
+      const cursorPaths = [
+        '/usr/bin/cursor',
+        '/usr/local/bin/cursor',
+        path.join(os.homedir(), '.local/bin/cursor'),
+        '/opt/cursor/cursor',
+      ];
+
+      for (const cursorPath of cursorPaths) {
+        if (fs.existsSync(cursorPath)) {
+          // Verify cursor agent subcommand works
+          try {
+            execSync(`"${cursorPath}" agent --version`, {
+              encoding: 'utf8',
+              timeout: 5000,
+              stdio: 'pipe',
+            });
+            logger.debug(`Using cursor agent via Cursor IDE: ${cursorPath}`);
+            // Return cursor path but we'll use 'cursor agent' subcommand
+            return {
+              cliPath: cursorPath,
+              useWsl: false,
+              strategy: 'native',
+            };
+          } catch {
+            // cursor agent subcommand doesn't work, try next path
+          }
+        }
+      }
+    }
+
     return result;
   }
 
@@ -642,6 +686,9 @@ export class CursorProvider extends CliProvider {
 
     logger.debug(`CursorProvider.executeQuery called with model: "${options.model}"`);
 
+    // Get effective permissions for this project
+    const effectivePermissions = await getEffectivePermissions(options.cwd || process.cwd());
+
     // Debug: log raw events when AUTOMAKER_DEBUG_RAW_OUTPUT is enabled
     const debugRawEvents =
       process.env.AUTOMAKER_DEBUG_RAW_OUTPUT === 'true' ||
@@ -838,9 +885,16 @@ export class CursorProvider extends CliProvider {
         });
         return result;
       }
-      const result = execSync(`"${this.cliPath}" --version`, {
+
+      // If using Cursor IDE, use 'cursor agent --version'
+      const versionCmd = this.cliPath.includes('cursor-agent')
+        ? `"${this.cliPath}" --version`
+        : `"${this.cliPath}" agent --version`;
+
+      const result = execSync(versionCmd, {
         encoding: 'utf8',
         timeout: 5000,
+        stdio: 'pipe',
       }).trim();
       return result;
     } catch {
@@ -857,8 +911,13 @@ export class CursorProvider extends CliProvider {
       return { authenticated: false, method: 'none' };
     }
 
-    // Check for API key in environment
+    // Check for API key in environment with validation
     if (process.env.CURSOR_API_KEY) {
+      const validation = validateApiKey(process.env.CURSOR_API_KEY, 'cursor');
+      if (!validation.isValid) {
+        logger.warn('Cursor API key validation failed:', validation.error);
+        return { authenticated: false, method: 'api_key', error: validation.error };
+      }
       return { authenticated: true, method: 'api_key' };
     }
 

apps/server/src/providers/provider-factory.ts

@@ -7,7 +7,7 @@
 
 import { BaseProvider } from './base-provider.js';
 import type { InstallationStatus, ModelDefinition } from './types.js';
-import { isCursorModel, type ModelProvider } from '@automaker/types';
+import { isCursorModel, isCodexModel, type ModelProvider } from '@automaker/types';
 
 /**
  * Provider registration entry
@@ -156,6 +156,41 @@ export class ProviderFactory {
   static getRegisteredProviderNames(): string[] {
     return Array.from(providerRegistry.keys());
   }
+
+  /**
+   * Check if a specific model supports vision/image input
+   *
+   * @param modelId Model identifier
+   * @returns Whether the model supports vision (defaults to true if model not found)
+   */
+  static modelSupportsVision(modelId: string): boolean {
+    const provider = this.getProviderForModel(modelId);
+    const models = provider.getAvailableModels();
+
+    // Find the model in the available models list
+    for (const model of models) {
+      if (
+        model.id === modelId ||
+        model.modelString === modelId ||
+        model.id.endsWith(`-${modelId}`) ||
+        model.modelString.endsWith(`-${modelId}`) ||
+        model.modelString === modelId.replace(/^(claude|cursor|codex)-/, '') ||
+        model.modelString === modelId.replace(/-(claude|cursor|codex)$/, '')
+      ) {
+        return model.supportsVision ?? true;
+      }
+    }
+
+    // Also try exact match with model string from provider's model map
+    for (const model of models) {
+      if (model.modelString === modelId || model.id === modelId) {
+        return model.supportsVision ?? true;
+      }
+    }
+
+    // Default to true (Claude SDK supports vision by default)
+    return true;
+  }
 }
 
 // =============================================================================
@@ -165,6 +200,7 @@ export class ProviderFactory {
 // Import providers for registration side-effects
 import { ClaudeProvider } from './claude-provider.js';
 import { CursorProvider } from './cursor-provider.js';
+import { CodexProvider } from './codex-provider.js';
 
 // Register Claude provider
 registerProvider('claude', {
@@ -184,3 +220,11 @@ registerProvider('cursor', {
   canHandleModel: (model: string) => isCursorModel(model),
   priority: 10, // Higher priority - check Cursor models first
 });
+
+// Register Codex provider
+registerProvider('codex', {
+  factory: () => new CodexProvider(),
+  aliases: ['openai'],
+  canHandleModel: (model: string) => isCodexModel(model),
+  priority: 5, // Medium priority - check after Cursor but before Claude
+});

apps/server/src/routes/auth/index.ts

@@ -229,12 +229,13 @@ export function createAuthRoutes(): Router {
       await invalidateSession(sessionToken);
     }
 
-    // Clear the cookie
-    res.clearCookie(cookieName, {
-      httpOnly: true,
-      secure: process.env.NODE_ENV === 'production',
-      sameSite: 'strict',
-      path: '/',
+    // Clear the cookie by setting it to empty with immediate expiration
+    // Using res.cookie() with maxAge: 0 is more reliable than clearCookie()
+    // in cross-origin development environments
+    res.cookie(cookieName, '', {
+      ...getSessionCookieOptions(),
+      maxAge: 0,
+      expires: new Date(0),
     });
 
     res.json({

apps/server/src/routes/auto-mode/routes/follow-up-feature.ts

@@ -31,7 +31,9 @@ export function createFollowUpFeatureHandler(autoModeService: AutoModeService) {
       // Start follow-up in background
       // followUpFeature derives workDir from feature.branchName
       autoModeService
-        .followUpFeature(projectPath, featureId, prompt, imagePaths, useWorktrees ?? true)
+        // Default to false to match run-feature/resume-feature behavior.
+        // Worktrees should only be used when explicitly enabled by the user.
+        .followUpFeature(projectPath, featureId, prompt, imagePaths, useWorktrees ?? false)
         .catch((error) => {
           logger.error(`[AutoMode] Follow up feature ${featureId} error:`, error);
         })

apps/server/src/routes/claude/index.ts

@@ -13,7 +13,10 @@ export function createClaudeRoutes(service: ClaudeUsageService): Router {
       // Check if Claude CLI is available first
       const isAvailable = await service.isAvailable();
       if (!isAvailable) {
-        res.status(503).json({
+        // IMPORTANT: This endpoint is behind Automaker session auth already.
+        // Use a 200 + error payload for Claude CLI issues so the UI doesn't
+        // interpret it as an invalid Automaker session (401/403 triggers logout).
+        res.status(200).json({
           error: 'Claude CLI not found',
           message: "Please install Claude Code CLI and run 'claude login' to authenticate",
         });
@@ -26,12 +29,13 @@ export function createClaudeRoutes(service: ClaudeUsageService): Router {
       const message = error instanceof Error ? error.message : 'Unknown error';
 
       if (message.includes('Authentication required') || message.includes('token_expired')) {
-        res.status(401).json({
+        // Do NOT use 401/403 here: that status code is reserved for Automaker session auth.
+        res.status(200).json({
           error: 'Authentication required',
           message: "Please run 'claude login' to authenticate",
         });
       } else if (message.includes('timed out')) {
-        res.status(504).json({
+        res.status(200).json({
           error: 'Command timed out',
           message: 'The Claude CLI took too long to respond',
         });

apps/server/src/routes/codex/index.ts

@@ -0,0 +1,56 @@
+import { Router, Request, Response } from 'express';
+import { CodexUsageService } from '../../services/codex-usage-service.js';
+import { createLogger } from '@automaker/utils';
+
+const logger = createLogger('Codex');
+
+export function createCodexRoutes(service: CodexUsageService): Router {
+  const router = Router();
+
+  // Get current usage (attempts to fetch from Codex CLI)
+  router.get('/usage', async (req: Request, res: Response) => {
+    try {
+      // Check if Codex CLI is available first
+      const isAvailable = await service.isAvailable();
+      if (!isAvailable) {
+        // IMPORTANT: This endpoint is behind Automaker session auth already.
+        // Use a 200 + error payload for Codex CLI issues so the UI doesn't
+        // interpret it as an invalid Automaker session (401/403 triggers logout).
+        res.status(200).json({
+          error: 'Codex CLI not found',
+          message: "Please install Codex CLI and run 'codex login' to authenticate",
+        });
+        return;
+      }
+
+      const usage = await service.fetchUsageData();
+      res.json(usage);
+    } catch (error) {
+      const message = error instanceof Error ? error.message : 'Unknown error';
+
+      if (message.includes('not authenticated') || message.includes('login')) {
+        // Do NOT use 401/403 here: that status code is reserved for Automaker session auth.
+        res.status(200).json({
+          error: 'Authentication required',
+          message: "Please run 'codex login' to authenticate",
+        });
+      } else if (message.includes('not available') || message.includes('does not provide')) {
+        // This is the expected case - Codex doesn't provide usage stats
+        res.status(200).json({
+          error: 'Usage statistics not available',
+          message: message,
+        });
+      } else if (message.includes('timed out')) {
+        res.status(200).json({
+          error: 'Command timed out',
+          message: 'The Codex CLI took too long to respond',
+        });
+      } else {
+        logger.error('Error fetching usage:', error);
+        res.status(500).json({ error: message });
+      }
+    }
+  });
+
+  return router;
+}

apps/server/src/routes/context/routes/describe-file.ts

@@ -232,7 +232,6 @@ File: ${fileName}${truncated ? ' (truncated)' : ''}`;
           maxTurns: 1,
           allowedTools: [],
           autoLoadClaudeMd,
-          sandbox: { enabled: true, autoAllowBashIfSandboxed: true },
           thinkingLevel, // Pass thinking level for extended thinking
         });
 

apps/server/src/routes/context/routes/describe-image.ts

@@ -394,14 +394,13 @@ export function createDescribeImageHandler(
           maxTurns: 1,
           allowedTools: [],
           autoLoadClaudeMd,
-          sandbox: { enabled: true, autoAllowBashIfSandboxed: true },
           thinkingLevel, // Pass thinking level for extended thinking
         });
 
         logger.info(
           `[${requestId}] SDK options model=${sdkOptions.model} maxTurns=${sdkOptions.maxTurns} allowedTools=${JSON.stringify(
             sdkOptions.allowedTools
-          )} sandbox=${JSON.stringify(sdkOptions.sandbox)}`
+          )}`
         );
 
         const promptGenerator = (async function* () {

apps/server/src/routes/features/index.ts

@@ -9,6 +9,7 @@ import { createListHandler } from './routes/list.js';
 import { createGetHandler } from './routes/get.js';
 import { createCreateHandler } from './routes/create.js';
 import { createUpdateHandler } from './routes/update.js';
+import { createBulkUpdateHandler } from './routes/bulk-update.js';
 import { createDeleteHandler } from './routes/delete.js';
 import { createAgentOutputHandler, createRawOutputHandler } from './routes/agent-output.js';
 import { createGenerateTitleHandler } from './routes/generate-title.js';
@@ -20,6 +21,11 @@ export function createFeaturesRoutes(featureLoader: FeatureLoader): Router {
   router.post('/get', validatePathParams('projectPath'), createGetHandler(featureLoader));
   router.post('/create', validatePathParams('projectPath'), createCreateHandler(featureLoader));
   router.post('/update', validatePathParams('projectPath'), createUpdateHandler(featureLoader));
+  router.post(
+    '/bulk-update',
+    validatePathParams('projectPath'),
+    createBulkUpdateHandler(featureLoader)
+  );
   router.post('/delete', validatePathParams('projectPath'), createDeleteHandler(featureLoader));
   router.post('/agent-output', createAgentOutputHandler(featureLoader));
   router.post('/raw-output', createRawOutputHandler(featureLoader));

apps/server/src/routes/features/routes/bulk-update.ts

@@ -0,0 +1,75 @@
+/**
+ * POST /bulk-update endpoint - Update multiple features at once
+ */
+
+import type { Request, Response } from 'express';
+import { FeatureLoader } from '../../../services/feature-loader.js';
+import type { Feature } from '@automaker/types';
+import { getErrorMessage, logError } from '../common.js';
+
+interface BulkUpdateRequest {
+  projectPath: string;
+  featureIds: string[];
+  updates: Partial<Feature>;
+}
+
+interface BulkUpdateResult {
+  featureId: string;
+  success: boolean;
+  error?: string;
+}
+
+export function createBulkUpdateHandler(featureLoader: FeatureLoader) {
+  return async (req: Request, res: Response): Promise<void> => {
+    try {
+      const { projectPath, featureIds, updates } = req.body as BulkUpdateRequest;
+
+      if (!projectPath || !featureIds || !Array.isArray(featureIds) || featureIds.length === 0) {
+        res.status(400).json({
+          success: false,
+          error: 'projectPath and featureIds (non-empty array) are required',
+        });
+        return;
+      }
+
+      if (!updates || Object.keys(updates).length === 0) {
+        res.status(400).json({
+          success: false,
+          error: 'updates object with at least one field is required',
+        });
+        return;
+      }
+
+      const results: BulkUpdateResult[] = [];
+      const updatedFeatures: Feature[] = [];
+
+      for (const featureId of featureIds) {
+        try {
+          const updated = await featureLoader.update(projectPath, featureId, updates);
+          results.push({ featureId, success: true });
+          updatedFeatures.push(updated);
+        } catch (error) {
+          results.push({
+            featureId,
+            success: false,
+            error: getErrorMessage(error),
+          });
+        }
+      }
+
+      const successCount = results.filter((r) => r.success).length;
+      const failureCount = results.filter((r) => !r.success).length;
+
+      res.json({
+        success: failureCount === 0,
+        updatedCount: successCount,
+        failedCount: failureCount,
+        results,
+        features: updatedFeatures,
+      });
+    } catch (error) {
+      logError(error, 'Bulk update features failed');
+      res.status(500).json({ success: false, error: getErrorMessage(error) });
+    }
+  };
+}

apps/server/src/routes/features/routes/update.ts

@@ -10,11 +10,14 @@ import { getErrorMessage, logError } from '../common.js';
 export function createUpdateHandler(featureLoader: FeatureLoader) {
   return async (req: Request, res: Response): Promise<void> => {
     try {
-      const { projectPath, featureId, updates } = req.body as {
-        projectPath: string;
-        featureId: string;
-        updates: Partial<Feature>;
-      };
+      const { projectPath, featureId, updates, descriptionHistorySource, enhancementMode } =
+        req.body as {
+          projectPath: string;
+          featureId: string;
+          updates: Partial<Feature>;
+          descriptionHistorySource?: 'enhance' | 'edit';
+          enhancementMode?: 'improve' | 'technical' | 'simplify' | 'acceptance';
+        };
 
       if (!projectPath || !featureId || !updates) {
         res.status(400).json({
@@ -24,7 +27,13 @@ export function createUpdateHandler(featureLoader: FeatureLoader) {
         return;
       }
 
-      const updated = await featureLoader.update(projectPath, featureId, updates);
+      const updated = await featureLoader.update(
+        projectPath,
+        featureId,
+        updates,
+        descriptionHistorySource,
+        enhancementMode
+      );
       res.json({ success: true, feature: updated });
     } catch (error) {
       logError(error, 'Update feature failed');

apps/server/src/routes/settings/routes/update-global.ts

@@ -11,7 +11,7 @@
 import type { Request, Response } from 'express';
 import type { SettingsService } from '../../../services/settings-service.js';
 import type { GlobalSettings } from '../../../types/settings.js';
-import { getErrorMessage, logError } from '../common.js';
+import { getErrorMessage, logError, logger } from '../common.js';
 
 /**
  * Create handler factory for PUT /api/settings/global
@@ -32,6 +32,18 @@ export function createUpdateGlobalHandler(settingsService: SettingsService) {
         return;
       }
 
+      // Minimal debug logging to help diagnose accidental wipes.
+      if ('projects' in updates || 'theme' in updates || 'localStorageMigrated' in updates) {
+        const projectsLen = Array.isArray((updates as any).projects)
+          ? (updates as any).projects.length
+          : undefined;
+        logger.info(
+          `Update global settings request: projects=${projectsLen ?? 'n/a'}, theme=${
+            (updates as any).theme ?? 'n/a'
+          }, localStorageMigrated=${(updates as any).localStorageMigrated ?? 'n/a'}`
+        );
+      }
+
       const settings = await settingsService.updateGlobalSettings(updates);
 
       res.json({

apps/server/src/routes/setup/index.ts

@@ -11,8 +11,12 @@ import { createDeleteApiKeyHandler } from './routes/delete-api-key.js';
 import { createApiKeysHandler } from './routes/api-keys.js';
 import { createPlatformHandler } from './routes/platform.js';
 import { createVerifyClaudeAuthHandler } from './routes/verify-claude-auth.js';
+import { createVerifyCodexAuthHandler } from './routes/verify-codex-auth.js';
 import { createGhStatusHandler } from './routes/gh-status.js';
 import { createCursorStatusHandler } from './routes/cursor-status.js';
+import { createCodexStatusHandler } from './routes/codex-status.js';
+import { createInstallCodexHandler } from './routes/install-codex.js';
+import { createAuthCodexHandler } from './routes/auth-codex.js';
 import {
   createGetCursorConfigHandler,
   createSetCursorDefaultModelHandler,
@@ -35,10 +39,16 @@ export function createSetupRoutes(): Router {
   router.get('/api-keys', createApiKeysHandler());
   router.get('/platform', createPlatformHandler());
   router.post('/verify-claude-auth', createVerifyClaudeAuthHandler());
+  router.post('/verify-codex-auth', createVerifyCodexAuthHandler());
   router.get('/gh-status', createGhStatusHandler());
 
   // Cursor CLI routes
   router.get('/cursor-status', createCursorStatusHandler());
+
+  // Codex CLI routes
+  router.get('/codex-status', createCodexStatusHandler());
+  router.post('/install-codex', createInstallCodexHandler());
+  router.post('/auth-codex', createAuthCodexHandler());
   router.get('/cursor-config', createGetCursorConfigHandler());
   router.post('/cursor-config/default-model', createSetCursorDefaultModelHandler());
   router.post('/cursor-config/models', createSetCursorModelsHandler());

apps/server/src/routes/setup/routes/api-keys.ts

@@ -11,6 +11,7 @@ export function createApiKeysHandler() {
       res.json({
         success: true,
         hasAnthropicKey: !!getApiKey('anthropic') || !!process.env.ANTHROPIC_API_KEY,
+        hasOpenaiKey: !!getApiKey('openai') || !!process.env.OPENAI_API_KEY,
       });
     } catch (error) {
       logError(error, 'Get API keys failed');

apps/server/src/routes/setup/routes/auth-codex.ts

@@ -0,0 +1,31 @@
+/**
+ * POST /auth-codex endpoint - Authenticate Codex CLI
+ */
+
+import type { Request, Response } from 'express';
+import { logError, getErrorMessage } from '../common.js';
+
+/**
+ * Creates handler for POST /api/setup/auth-codex
+ * Returns instructions for manual Codex CLI authentication
+ */
+export function createAuthCodexHandler() {
+  return async (_req: Request, res: Response): Promise<void> => {
+    try {
+      const loginCommand = 'codex login';
+
+      res.json({
+        success: true,
+        requiresManualAuth: true,
+        command: loginCommand,
+        message: `Please authenticate Codex CLI manually by running: ${loginCommand}`,
+      });
+    } catch (error) {
+      logError(error, 'Auth Codex failed');
+      res.status(500).json({
+        success: false,
+        error: getErrorMessage(error),
+      });
+    }
+  };
+}

apps/server/src/routes/setup/routes/codex-status.ts

@@ -0,0 +1,49 @@
+/**
+ * GET /codex-status endpoint - Get Codex CLI installation and auth status
+ */
+
+import type { Request, Response } from 'express';
+import { CodexProvider } from '../../../providers/codex-provider.js';
+import { getErrorMessage, logError } from '../common.js';
+
+/**
+ * Creates handler for GET /api/setup/codex-status
+ * Returns Codex CLI installation and authentication status
+ */
+export function createCodexStatusHandler() {
+  const installCommand = 'npm install -g @openai/codex';
+  const loginCommand = 'codex login';
+
+  return async (_req: Request, res: Response): Promise<void> => {
+    try {
+      const provider = new CodexProvider();
+      const status = await provider.detectInstallation();
+
+      // Derive auth method from authenticated status and API key presence
+      let authMethod = 'none';
+      if (status.authenticated) {
+        authMethod = status.hasApiKey ? 'api_key_env' : 'cli_authenticated';
+      }
+
+      res.json({
+        success: true,
+        installed: status.installed,
+        version: status.version || null,
+        path: status.path || null,
+        auth: {
+          authenticated: status.authenticated || false,
+          method: authMethod,
+          hasApiKey: status.hasApiKey || false,
+        },
+        installCommand,
+        loginCommand,
+      });
+    } catch (error) {
+      logError(error, 'Get Codex status failed');
+      res.status(500).json({
+        success: false,
+        error: getErrorMessage(error),
+      });
+    }
+  };
+}

apps/server/src/routes/setup/routes/delete-api-key.ts

@@ -46,13 +46,14 @@ export function createDeleteApiKeyHandler() {
       // Map provider to env key name
       const envKeyMap: Record<string, string> = {
         anthropic: 'ANTHROPIC_API_KEY',
+        openai: 'OPENAI_API_KEY',
       };
 
       const envKey = envKeyMap[provider];
       if (!envKey) {
         res.status(400).json({
           success: false,
-          error: `Unknown provider: ${provider}. Only anthropic is supported.`,
+          error: `Unknown provider: ${provider}. Only anthropic and openai are supported.`,
         });
         return;
       }

apps/server/src/routes/setup/routes/install-codex.ts

@@ -0,0 +1,33 @@
+/**
+ * POST /install-codex endpoint - Install Codex CLI
+ */
+
+import type { Request, Response } from 'express';
+import { logError, getErrorMessage } from '../common.js';
+
+/**
+ * Creates handler for POST /api/setup/install-codex
+ * Installs Codex CLI (currently returns instructions for manual install)
+ */
+export function createInstallCodexHandler() {
+  return async (_req: Request, res: Response): Promise<void> => {
+    try {
+      // For now, return manual installation instructions
+      // In the future, this could potentially trigger npm global install
+      const installCommand = 'npm install -g @openai/codex';
+
+      res.json({
+        success: true,
+        message: `Please install Codex CLI manually by running: ${installCommand}`,
+        requiresManualInstall: true,
+        installCommand,
+      });
+    } catch (error) {
+      logError(error, 'Install Codex failed');
+      res.status(500).json({
+        success: false,
+        error: getErrorMessage(error),
+      });
+    }
+  };
+}

apps/server/src/routes/setup/routes/verify-claude-auth.ts

@@ -7,8 +7,16 @@ import type { Request, Response } from 'express';
 import { query } from '@anthropic-ai/claude-agent-sdk';
 import { createLogger } from '@automaker/utils';
 import { getApiKey } from '../common.js';
+import {
+  createSecureAuthEnv,
+  AuthSessionManager,
+  AuthRateLimiter,
+  validateApiKey,
+  createTempEnvOverride,
+} from '../../../lib/auth-utils.js';
 
 const logger = createLogger('Setup');
+const rateLimiter = new AuthRateLimiter();
 
 // Known error patterns that indicate auth failure
 const AUTH_ERROR_PATTERNS = [
@@ -77,6 +85,19 @@ export function createVerifyClaudeAuthHandler() {
         apiKey?: string;
       };
 
+      // Rate limiting to prevent abuse
+      const clientIp = req.ip || req.socket.remoteAddress || 'unknown';
+      if (!rateLimiter.canAttempt(clientIp)) {
+        const resetTime = rateLimiter.getResetTime(clientIp);
+        res.status(429).json({
+          success: false,
+          authenticated: false,
+          error: 'Too many authentication attempts. Please try again later.',
+          resetTime,
+        });
+        return;
+      }
+
       logger.info(
         `[Setup] Verifying Claude authentication using method: ${authMethod || 'auto'}${apiKey ? ' (with provided key)' : ''}`
       );
@@ -89,37 +110,48 @@ export function createVerifyClaudeAuthHandler() {
       let errorMessage = '';
       let receivedAnyContent = false;
 
-      // Save original env values
-      const originalAnthropicKey = process.env.ANTHROPIC_API_KEY;
+      // Create secure auth session
+      const sessionId = `claude-auth-${Date.now()}-${Math.random().toString(36).substr(2, 9)}`;
 
       try {
-        // Configure environment based on auth method
-        if (authMethod === 'cli') {
-          // For CLI verification, remove any API key so it uses CLI credentials only
-          delete process.env.ANTHROPIC_API_KEY;
-          logger.info('[Setup] Cleared API key environment for CLI verification');
-        } else if (authMethod === 'api_key') {
-          // For API key verification, use provided key, stored key, or env var (in order of priority)
-          if (apiKey) {
-            // Use the provided API key (allows testing unsaved keys)
-            process.env.ANTHROPIC_API_KEY = apiKey;
-            logger.info('[Setup] Using provided API key for verification');
-          } else {
-            const storedApiKey = getApiKey('anthropic');
-            if (storedApiKey) {
-              process.env.ANTHROPIC_API_KEY = storedApiKey;
-              logger.info('[Setup] Using stored API key for verification');
-            } else if (!process.env.ANTHROPIC_API_KEY) {
-              res.json({
-                success: true,
-                authenticated: false,
-                error: 'No API key configured. Please enter an API key first.',
-              });
-              return;
-            }
+        // For API key verification, validate the key first
+        if (authMethod === 'api_key' && apiKey) {
+          const validation = validateApiKey(apiKey, 'anthropic');
+          if (!validation.isValid) {
+            res.json({
+              success: true,
+              authenticated: false,
+              error: validation.error,
+            });
+            return;
           }
         }
 
+        // Create secure environment without modifying process.env
+        const authEnv = createSecureAuthEnv(authMethod || 'api_key', apiKey, 'anthropic');
+
+        // For API key verification without provided key, use stored key or env var
+        if (authMethod === 'api_key' && !apiKey) {
+          const storedApiKey = getApiKey('anthropic');
+          if (storedApiKey) {
+            authEnv.ANTHROPIC_API_KEY = storedApiKey;
+            logger.info('[Setup] Using stored API key for verification');
+          } else if (!authEnv.ANTHROPIC_API_KEY) {
+            res.json({
+              success: true,
+              authenticated: false,
+              error: 'No API key configured. Please enter an API key first.',
+            });
+            return;
+          }
+        }
+
+        // Store the secure environment in session manager
+        AuthSessionManager.createSession(sessionId, authMethod || 'api_key', apiKey, 'anthropic');
+
+        // Create temporary environment override for SDK call
+        const cleanupEnv = createTempEnvOverride(authEnv);
+
         // Run a minimal query to verify authentication
         const stream = query({
           prompt: "Reply with only the word 'ok'",
@@ -278,13 +310,8 @@ export function createVerifyClaudeAuthHandler() {
         }
       } finally {
         clearTimeout(timeoutId);
-        // Restore original environment
-        if (originalAnthropicKey !== undefined) {
-          process.env.ANTHROPIC_API_KEY = originalAnthropicKey;
-        } else if (authMethod === 'cli') {
-          // If we cleared it and there was no original, keep it cleared
-          delete process.env.ANTHROPIC_API_KEY;
-        }
+        // Clean up the auth session
+        AuthSessionManager.destroySession(sessionId);
       }
 
       logger.info('[Setup] Verification result:', {

apps/server/src/routes/setup/routes/verify-codex-auth.ts

@@ -0,0 +1,282 @@
+/**
+ * POST /verify-codex-auth endpoint - Verify Codex authentication
+ */
+
+import type { Request, Response } from 'express';
+import { createLogger } from '@automaker/utils';
+import { CODEX_MODEL_MAP } from '@automaker/types';
+import { ProviderFactory } from '../../../providers/provider-factory.js';
+import { getApiKey } from '../common.js';
+import { getCodexAuthIndicators } from '@automaker/platform';
+import {
+  createSecureAuthEnv,
+  AuthSessionManager,
+  AuthRateLimiter,
+  validateApiKey,
+  createTempEnvOverride,
+} from '../../../lib/auth-utils.js';
+
+const logger = createLogger('Setup');
+const rateLimiter = new AuthRateLimiter();
+const OPENAI_API_KEY_ENV = 'OPENAI_API_KEY';
+const AUTH_PROMPT = "Reply with only the word 'ok'";
+const AUTH_TIMEOUT_MS = 30000;
+const ERROR_BILLING_MESSAGE =
+  'Credit balance is too low. Please add credits to your OpenAI account.';
+const ERROR_RATE_LIMIT_MESSAGE =
+  'Rate limit reached. Please wait a while before trying again or upgrade your plan.';
+const ERROR_CLI_AUTH_REQUIRED =
+  "CLI authentication failed. Please run 'codex login' to authenticate.";
+const ERROR_API_KEY_REQUIRED = 'No API key configured. Please enter an API key first.';
+const AUTH_ERROR_PATTERNS = [
+  'authentication',
+  'unauthorized',
+  'invalid_api_key',
+  'invalid api key',
+  'api key is invalid',
+  'not authenticated',
+  'login',
+  'auth(',
+  'token refresh',
+  'tokenrefresh',
+  'failed to parse server response',
+  'transport channel closed',
+];
+const BILLING_ERROR_PATTERNS = [
+  'credit balance is too low',
+  'credit balance too low',
+  'insufficient credits',
+  'insufficient balance',
+  'no credits',
+  'out of credits',
+  'billing',
+  'payment required',
+  'add credits',
+];
+const RATE_LIMIT_PATTERNS = [
+  'limit reached',
+  'rate limit',
+  'rate_limit',
+  'too many requests',
+  'resets',
+  '429',
+];
+
+function containsAuthError(text: string): boolean {
+  const lowerText = text.toLowerCase();
+  return AUTH_ERROR_PATTERNS.some((pattern) => lowerText.includes(pattern));
+}
+
+function isBillingError(text: string): boolean {
+  const lowerText = text.toLowerCase();
+  return BILLING_ERROR_PATTERNS.some((pattern) => lowerText.includes(pattern));
+}
+
+function isRateLimitError(text: string): boolean {
+  if (isBillingError(text)) {
+    return false;
+  }
+  const lowerText = text.toLowerCase();
+  return RATE_LIMIT_PATTERNS.some((pattern) => lowerText.includes(pattern));
+}
+
+export function createVerifyCodexAuthHandler() {
+  return async (req: Request, res: Response): Promise<void> => {
+    const { authMethod, apiKey } = req.body as {
+      authMethod?: 'cli' | 'api_key';
+      apiKey?: string;
+    };
+
+    // Create session ID for cleanup
+    const sessionId = `codex-auth-${Date.now()}-${Math.random().toString(36).substr(2, 9)}`;
+
+    // Rate limiting
+    const clientIp = req.ip || req.socket.remoteAddress || 'unknown';
+    if (!rateLimiter.canAttempt(clientIp)) {
+      const resetTime = rateLimiter.getResetTime(clientIp);
+      res.status(429).json({
+        success: false,
+        authenticated: false,
+        error: 'Too many authentication attempts. Please try again later.',
+        resetTime,
+      });
+      return;
+    }
+
+    const abortController = new AbortController();
+    const timeoutId = setTimeout(() => abortController.abort(), AUTH_TIMEOUT_MS);
+
+    try {
+      // Create secure environment without modifying process.env
+      const authEnv = createSecureAuthEnv(authMethod || 'api_key', apiKey, 'openai');
+
+      // For API key auth, validate and use the provided key or stored key
+      if (authMethod === 'api_key') {
+        if (apiKey) {
+          // Use the provided API key
+          const validation = validateApiKey(apiKey, 'openai');
+          if (!validation.isValid) {
+            res.json({ success: true, authenticated: false, error: validation.error });
+            return;
+          }
+          authEnv[OPENAI_API_KEY_ENV] = validation.normalizedKey;
+        } else {
+          // Try stored key
+          const storedApiKey = getApiKey('openai');
+          if (storedApiKey) {
+            const validation = validateApiKey(storedApiKey, 'openai');
+            if (!validation.isValid) {
+              res.json({ success: true, authenticated: false, error: validation.error });
+              return;
+            }
+            authEnv[OPENAI_API_KEY_ENV] = validation.normalizedKey;
+          } else if (!authEnv[OPENAI_API_KEY_ENV]) {
+            res.json({ success: true, authenticated: false, error: ERROR_API_KEY_REQUIRED });
+            return;
+          }
+        }
+      }
+
+      // Create session and temporary environment override
+      AuthSessionManager.createSession(sessionId, authMethod || 'api_key', undefined, 'openai');
+      const cleanupEnv = createTempEnvOverride(authEnv);
+
+      try {
+        if (authMethod === 'cli') {
+          const authIndicators = await getCodexAuthIndicators();
+          if (!authIndicators.hasOAuthToken && !authIndicators.hasApiKey) {
+            res.json({
+              success: true,
+              authenticated: false,
+              error: ERROR_CLI_AUTH_REQUIRED,
+            });
+            return;
+          }
+        }
+
+        // Use Codex provider explicitly (not ProviderFactory.getProviderForModel)
+        // because Cursor also supports GPT models and has higher priority
+        const provider = ProviderFactory.getProviderByName('codex');
+        if (!provider) {
+          throw new Error('Codex provider not available');
+        }
+        const stream = provider.executeQuery({
+          prompt: AUTH_PROMPT,
+          model: CODEX_MODEL_MAP.gpt52Codex,
+          cwd: process.cwd(),
+          maxTurns: 1,
+          allowedTools: [],
+          abortController,
+        });
+
+        let receivedAnyContent = false;
+        let errorMessage = '';
+
+        for await (const msg of stream) {
+          if (msg.type === 'error' && msg.error) {
+            if (isBillingError(msg.error)) {
+              errorMessage = ERROR_BILLING_MESSAGE;
+            } else if (isRateLimitError(msg.error)) {
+              errorMessage = ERROR_RATE_LIMIT_MESSAGE;
+            } else {
+              errorMessage = msg.error;
+            }
+            break;
+          }
+
+          if (msg.type === 'assistant' && msg.message?.content) {
+            for (const block of msg.message.content) {
+              if (block.type === 'text' && block.text) {
+                receivedAnyContent = true;
+                if (isBillingError(block.text)) {
+                  errorMessage = ERROR_BILLING_MESSAGE;
+                  break;
+                }
+                if (isRateLimitError(block.text)) {
+                  errorMessage = ERROR_RATE_LIMIT_MESSAGE;
+                  break;
+                }
+                if (containsAuthError(block.text)) {
+                  errorMessage = block.text;
+                  break;
+                }
+              }
+            }
+          }
+
+          if (msg.type === 'result' && msg.result) {
+            receivedAnyContent = true;
+            if (isBillingError(msg.result)) {
+              errorMessage = ERROR_BILLING_MESSAGE;
+            } else if (isRateLimitError(msg.result)) {
+              errorMessage = ERROR_RATE_LIMIT_MESSAGE;
+            } else if (containsAuthError(msg.result)) {
+              errorMessage = msg.result;
+              break;
+            }
+          }
+        }
+
+        if (errorMessage) {
+          // Rate limit and billing errors mean auth succeeded but usage is limited
+          const isUsageLimitError =
+            errorMessage === ERROR_BILLING_MESSAGE || errorMessage === ERROR_RATE_LIMIT_MESSAGE;
+
+          const response: {
+            success: boolean;
+            authenticated: boolean;
+            error: string;
+            details?: string;
+          } = {
+            success: true,
+            authenticated: isUsageLimitError ? true : false,
+            error: isUsageLimitError
+              ? errorMessage
+              : authMethod === 'cli'
+                ? ERROR_CLI_AUTH_REQUIRED
+                : 'API key is invalid or has been revoked.',
+          };
+
+          // Include detailed error for auth failures so users can debug
+          if (!isUsageLimitError && errorMessage !== response.error) {
+            response.details = errorMessage;
+          }
+
+          res.json(response);
+          return;
+        }
+
+        if (!receivedAnyContent) {
+          res.json({
+            success: true,
+            authenticated: false,
+            error: 'No response received from Codex. Please check your authentication.',
+          });
+          return;
+        }
+
+        res.json({ success: true, authenticated: true });
+      } finally {
+        // Clean up environment override
+        cleanupEnv();
+      }
+    } catch (error: unknown) {
+      const errMessage = error instanceof Error ? error.message : String(error);
+      logger.error('[Setup] Codex auth verification error:', errMessage);
+      const normalizedError = isBillingError(errMessage)
+        ? ERROR_BILLING_MESSAGE
+        : isRateLimitError(errMessage)
+          ? ERROR_RATE_LIMIT_MESSAGE
+          : errMessage;
+      res.json({
+        success: true,
+        authenticated: false,
+        error: normalizedError,
+      });
+    } finally {
+      clearTimeout(timeoutId);
+      // Clean up session
+      AuthSessionManager.destroySession(sessionId);
+    }
+  };
+}

apps/server/src/routes/worktree/routes/diffs.ts

@@ -11,9 +11,10 @@ import { getGitRepositoryDiffs } from '../../common.js';
 export function createDiffsHandler() {
   return async (req: Request, res: Response): Promise<void> => {
     try {
-      const { projectPath, featureId } = req.body as {
+      const { projectPath, featureId, useWorktrees } = req.body as {
         projectPath: string;
         featureId: string;
+        useWorktrees?: boolean;
       };
 
       if (!projectPath || !featureId) {
@@ -24,6 +25,19 @@ export function createDiffsHandler() {
         return;
       }
 
+      // If worktrees aren't enabled, don't probe .worktrees at all.
+      // This avoids noisy logs that make it look like features are "running in worktrees".
+      if (useWorktrees === false) {
+        const result = await getGitRepositoryDiffs(projectPath);
+        res.json({
+          success: true,
+          diff: result.diff,
+          files: result.files,
+          hasChanges: result.hasChanges,
+        });
+        return;
+      }
+
       // Git worktrees are stored in project directory
       const worktreePath = path.join(projectPath, '.worktrees', featureId);
 
@@ -41,7 +55,11 @@ export function createDiffsHandler() {
         });
       } catch (innerError) {
         // Worktree doesn't exist - fallback to main project path
-        logError(innerError, 'Worktree access failed, falling back to main project');
+        const code = (innerError as NodeJS.ErrnoException | undefined)?.code;
+        // ENOENT is expected when a feature has no worktree; don't log as an error.
+        if (code && code !== 'ENOENT') {
+          logError(innerError, 'Worktree access failed, falling back to main project');
+        }
 
         try {
           const result = await getGitRepositoryDiffs(projectPath);

apps/server/src/routes/worktree/routes/file-diff.ts

@@ -15,10 +15,11 @@ const execAsync = promisify(exec);
 export function createFileDiffHandler() {
   return async (req: Request, res: Response): Promise<void> => {
     try {
-      const { projectPath, featureId, filePath } = req.body as {
+      const { projectPath, featureId, filePath, useWorktrees } = req.body as {
         projectPath: string;
         featureId: string;
         filePath: string;
+        useWorktrees?: boolean;
       };
 
       if (!projectPath || !featureId || !filePath) {
@@ -29,6 +30,12 @@ export function createFileDiffHandler() {
         return;
       }
 
+      // If worktrees aren't enabled, don't probe .worktrees at all.
+      if (useWorktrees === false) {
+        res.json({ success: true, diff: '', filePath });
+        return;
+      }
+
       // Git worktrees are stored in project directory
       const worktreePath = path.join(projectPath, '.worktrees', featureId);
 
@@ -57,7 +64,11 @@ export function createFileDiffHandler() {
 
         res.json({ success: true, diff, filePath });
       } catch (innerError) {
-        logError(innerError, 'Worktree file diff failed');
+        const code = (innerError as NodeJS.ErrnoException | undefined)?.code;
+        // ENOENT is expected when a feature has no worktree; don't log as an error.
+        if (code && code !== 'ENOENT') {
+          logError(innerError, 'Worktree file diff failed');
+        }
         res.json({ success: true, diff: '', filePath });
       }
     } catch (error) {

apps/server/src/services/agent-service.ts

@@ -13,6 +13,8 @@ import {
   isAbortError,
   loadContextFiles,
   createLogger,
+  classifyError,
+  getUserFriendlyErrorMessage,
 } from '@automaker/utils';
 import { ProviderFactory } from '../providers/provider-factory.js';
 import { createChatOptions, validateWorkingDirectory } from '../lib/sdk-options.js';
@@ -20,7 +22,6 @@ import { PathNotAllowedError } from '@automaker/platform';
 import type { SettingsService } from './settings-service.js';
 import {
   getAutoLoadClaudeMdSetting,
-  getEnableSandboxModeSetting,
   filterClaudeMdFromContext,
   getMCPServersFromSettings,
   getPromptCustomization,
@@ -175,6 +176,18 @@ export class AgentService {
       session.thinkingLevel = thinkingLevel;
     }
 
+    // Validate vision support before processing images
+    const effectiveModel = model || session.model;
+    if (imagePaths && imagePaths.length > 0 && effectiveModel) {
+      const supportsVision = ProviderFactory.modelSupportsVision(effectiveModel);
+      if (!supportsVision) {
+        throw new Error(
+          `This model (${effectiveModel}) does not support image input. ` +
+            `Please switch to a model that supports vision, or remove the images and try again.`
+        );
+      }
+    }
+
     // Read images and convert to base64
     const images: Message['images'] = [];
     if (imagePaths && imagePaths.length > 0) {
@@ -235,12 +248,6 @@ export class AgentService {
         '[AgentService]'
       );
 
-      // Load enableSandboxMode setting (global setting only)
-      const enableSandboxMode = await getEnableSandboxModeSetting(
-        this.settingsService,
-        '[AgentService]'
-      );
-
       // Load MCP servers from settings (global setting only)
       const mcpServers = await getMCPServersFromSettings(this.settingsService, '[AgentService]');
 
@@ -286,7 +293,6 @@ export class AgentService {
         systemPrompt: combinedSystemPrompt,
         abortController: session.abortController!,
         autoLoadClaudeMd,
-        enableSandboxMode,
         thinkingLevel: effectiveThinkingLevel, // Pass thinking level for Claude models
         mcpServers: Object.keys(mcpServers).length > 0 ? mcpServers : undefined,
       });
@@ -350,7 +356,6 @@ export class AgentService {
         abortController: session.abortController!,
         conversationHistory: conversationHistory.length > 0 ? conversationHistory : undefined,
         settingSources: settingSources.length > 0 ? settingSources : undefined,
-        sandbox: sdkOptions.sandbox, // Pass sandbox configuration
         sdkSessionId: session.sdkSessionId, // Pass SDK session ID for resuming
         mcpServers: Object.keys(mcpServers).length > 0 ? mcpServers : undefined, // Pass MCP servers configuration
         agents: customSubagents, // Pass custom subagents for task delegation
@@ -434,6 +439,53 @@ export class AgentService {
             content: responseText,
             toolUses,
           });
+        } else if (msg.type === 'error') {
+          // Some providers (like Codex CLI/SaaS or Cursor CLI) surface failures as
+          // streamed error messages instead of throwing. Handle these here so the
+          // Agent Runner UX matches the Claude/Cursor behavior without changing
+          // their provider implementations.
+          const rawErrorText =
+            (typeof msg.error === 'string' && msg.error.trim()) ||
+            'Unexpected error from provider during agent execution.';
+
+          const errorInfo = classifyError(new Error(rawErrorText));
+
+          // Keep the provider-supplied text intact (Codex already includes helpful tips),
+          // only add a small rate-limit hint when we can detect it.
+          const enhancedText = errorInfo.isRateLimit
+            ? `${rawErrorText}\n\nTip: It looks like you hit a rate limit. Try waiting a bit or reducing concurrent Agent Runner / Auto Mode tasks.`
+            : rawErrorText;
+
+          this.logger.error('Provider error during agent execution:', {
+            type: errorInfo.type,
+            message: errorInfo.message,
+          });
+
+          // Mark session as no longer running so the UI and queue stay in sync
+          session.isRunning = false;
+          session.abortController = null;
+
+          const errorMessage: Message = {
+            id: this.generateId(),
+            role: 'assistant',
+            content: `Error: ${enhancedText}`,
+            timestamp: new Date().toISOString(),
+            isError: true,
+          };
+
+          session.messages.push(errorMessage);
+          await this.saveSession(sessionId, session.messages);
+
+          this.emitAgentEvent(sessionId, {
+            type: 'error',
+            error: enhancedText,
+            message: errorMessage,
+          });
+
+          // Don't continue streaming after an error message
+          return {
+            success: false,
+          };
         }
       }
 

apps/server/src/services/auto-mode-service.ts

@@ -47,7 +47,6 @@ import type { SettingsService } from './settings-service.js';
 import { pipelineService, PipelineService } from './pipeline-service.js';
 import {
   getAutoLoadClaudeMdSetting,
-  getEnableSandboxModeSetting,
   filterClaudeMdFromContext,
   getMCPServersFromSettings,
   getPromptCustomization,
@@ -1314,7 +1313,6 @@ Format your response as a structured markdown document.`;
         allowedTools: sdkOptions.allowedTools as string[],
         abortController,
         settingSources: sdkOptions.settingSources,
-        sandbox: sdkOptions.sandbox, // Pass sandbox configuration
         thinkingLevel: analysisThinkingLevel, // Pass thinking level
       };
 
@@ -1784,9 +1782,13 @@ Format your response as a structured markdown document.`;
       // Apply dependency-aware ordering
       const { orderedFeatures } = resolveDependencies(pendingFeatures);
 
+      // Get skipVerificationInAutoMode setting
+      const settings = await this.settingsService?.getGlobalSettings();
+      const skipVerification = settings?.skipVerificationInAutoMode ?? false;
+
       // Filter to only features with satisfied dependencies
       const readyFeatures = orderedFeatures.filter((feature: Feature) =>
-        areDependenciesSatisfied(feature, allFeatures)
+        areDependenciesSatisfied(feature, allFeatures, { skipVerification })
       );
 
       return readyFeatures;
@@ -1989,6 +1991,18 @@ This helps parse your summary correctly in the output logs.`;
     const planningMode = options?.planningMode || 'skip';
     const previousContent = options?.previousContent;
 
+    // Validate vision support before processing images
+    const effectiveModel = model || 'claude-sonnet-4-20250514';
+    if (imagePaths && imagePaths.length > 0) {
+      const supportsVision = ProviderFactory.modelSupportsVision(effectiveModel);
+      if (!supportsVision) {
+        throw new Error(
+          `This model (${effectiveModel}) does not support image input. ` +
+            `Please switch to a model that supports vision (like Claude models), or remove the images and try again.`
+        );
+      }
+    }
+
     // Check if this planning mode can generate a spec/plan that needs approval
     // - spec and full always generate specs
     // - lite only generates approval-ready content when requirePlanApproval is true
@@ -2062,9 +2076,6 @@ This mock response was generated because AUTOMAKER_MOCK_AGENT=true was set.
         ? options.autoLoadClaudeMd
         : await getAutoLoadClaudeMdSetting(finalProjectPath, this.settingsService, '[AutoMode]');
 
-    // Load enableSandboxMode setting (global setting only)
-    const enableSandboxMode = await getEnableSandboxModeSetting(this.settingsService, '[AutoMode]');
-
     // Load MCP servers from settings (global setting only)
     const mcpServers = await getMCPServersFromSettings(this.settingsService, '[AutoMode]');
 
@@ -2076,7 +2087,6 @@ This mock response was generated because AUTOMAKER_MOCK_AGENT=true was set.
       model: model,
       abortController,
       autoLoadClaudeMd,
-      enableSandboxMode,
       mcpServers: Object.keys(mcpServers).length > 0 ? mcpServers : undefined,
       thinkingLevel: options?.thinkingLevel,
     });
@@ -2119,7 +2129,6 @@ This mock response was generated because AUTOMAKER_MOCK_AGENT=true was set.
       abortController,
       systemPrompt: sdkOptions.systemPrompt,
       settingSources: sdkOptions.settingSources,
-      sandbox: sdkOptions.sandbox, // Pass sandbox configuration
       mcpServers: Object.keys(mcpServers).length > 0 ? mcpServers : undefined, // Pass MCP servers configuration
       thinkingLevel: options?.thinkingLevel, // Pass thinking level for extended thinking
     };
@@ -2202,9 +2211,23 @@ This mock response was generated because AUTOMAKER_MOCK_AGENT=true was set.
       }, WRITE_DEBOUNCE_MS);
     };
 
+    // Heartbeat logging so "silent" model calls are visible.
+    // Some runs can take a while before the first streamed message arrives.
+    const streamStartTime = Date.now();
+    let receivedAnyStreamMessage = false;
+    const STREAM_HEARTBEAT_MS = 15_000;
+    const streamHeartbeat = setInterval(() => {
+      if (receivedAnyStreamMessage) return;
+      const elapsedSeconds = Math.round((Date.now() - streamStartTime) / 1000);
+      logger.info(
+        `Waiting for first model response for feature ${featureId} (${elapsedSeconds}s elapsed)...`
+      );
+    }, STREAM_HEARTBEAT_MS);
+
     // Wrap stream processing in try/finally to ensure timeout cleanup on any error/abort
     try {
       streamLoop: for await (const msg of stream) {
+        receivedAnyStreamMessage = true;
         // Log raw stream event for debugging
         appendRawEvent(msg);
 
@@ -2721,6 +2744,7 @@ Implement all the changes described in the plan above.`;
         }
       }
     } finally {
+      clearInterval(streamHeartbeat);
       // ALWAYS clear pending timeouts to prevent memory leaks
       // This runs on success, error, or abort
       if (writeTimeout) {

apps/server/src/services/codex-usage-service.ts

@@ -0,0 +1,88 @@
+import * as os from 'os';
+import { findCodexCliPath } from '@automaker/platform';
+import { checkCodexAuthentication } from '../lib/codex-auth.js';
+
+export interface CodexRateLimitWindow {
+  limit: number;
+  used: number;
+  remaining: number;
+  usedPercent: number;
+  windowDurationMins: number;
+  resetsAt: number;
+}
+
+export interface CodexCreditsSnapshot {
+  balance?: string;
+  unlimited?: boolean;
+  hasCredits?: boolean;
+}
+
+export type CodexPlanType = 'free' | 'plus' | 'pro' | 'team' | 'enterprise' | 'edu' | 'unknown';
+
+export interface CodexUsageData {
+  rateLimits: {
+    primary?: CodexRateLimitWindow;
+    secondary?: CodexRateLimitWindow;
+    credits?: CodexCreditsSnapshot;
+    planType?: CodexPlanType;
+  } | null;
+  lastUpdated: string;
+}
+
+/**
+ * Codex Usage Service
+ *
+ * Unlike Claude Code CLI which provides a `/usage` command, Codex CLI
+ * does not expose usage statistics directly. This service returns a
+ * clear message explaining this limitation.
+ *
+ * Future enhancement: Could query OpenAI API headers for rate limit info.
+ */
+export class CodexUsageService {
+  private codexBinary = 'codex';
+  private isWindows = os.platform() === 'win32';
+  private cachedCliPath: string | null = null;
+
+  /**
+   * Check if Codex CLI is available on the system
+   */
+  async isAvailable(): Promise<boolean> {
+    // Prefer our platform-aware resolver over `which/where` because the server
+    // process PATH may not include npm global bins (nvm/fnm/volta/pnpm).
+    this.cachedCliPath = await findCodexCliPath();
+    return Boolean(this.cachedCliPath);
+  }
+
+  /**
+   * Attempt to fetch usage data
+   *
+   * Note: Codex CLI doesn't provide usage statistics like Claude Code does.
+   * This method returns an error explaining this limitation.
+   */
+  async fetchUsageData(): Promise<CodexUsageData> {
+    // Check authentication status first
+    const isAuthenticated = await this.checkAuthentication();
+
+    if (!isAuthenticated) {
+      throw new Error("Codex is not authenticated. Please run 'codex login' to authenticate.");
+    }
+
+    // Codex CLI doesn't provide a usage command
+    // Return an error that will be caught and displayed
+    throw new Error(
+      'Codex usage statistics are not available. Unlike Claude Code, the Codex CLI does not provide a built-in usage command. ' +
+        'Usage limits are enforced by OpenAI but cannot be queried via the CLI. ' +
+        'Check your OpenAI dashboard at https://platform.openai.com/usage for detailed usage information.'
+    );
+  }
+
+  /**
+   * Check if Codex is authenticated
+   */
+  private async checkAuthentication(): Promise<boolean> {
+    // Use the cached CLI path if available, otherwise fall back to finding it
+    const cliPath = this.cachedCliPath || (await findCodexCliPath());
+    const authCheck = await checkCodexAuthentication(cliPath);
+    return authCheck.authenticated;
+  }
+}

apps/server/src/services/feature-loader.ts

@@ -4,7 +4,7 @@
  */
 
 import path from 'path';
-import type { Feature } from '@automaker/types';
+import type { Feature, DescriptionHistoryEntry } from '@automaker/types';
 import { createLogger } from '@automaker/utils';
 import * as secureFs from '../lib/secure-fs.js';
 import {
@@ -274,6 +274,16 @@ export class FeatureLoader {
       featureData.imagePaths
     );
 
+    // Initialize description history with the initial description
+    const initialHistory: DescriptionHistoryEntry[] = [];
+    if (featureData.description && featureData.description.trim()) {
+      initialHistory.push({
+        description: featureData.description,
+        timestamp: new Date().toISOString(),
+        source: 'initial',
+      });
+    }
+
     // Ensure feature has required fields
     const feature: Feature = {
       category: featureData.category || 'Uncategorized',
@@ -281,6 +291,7 @@ export class FeatureLoader {
       ...featureData,
       id: featureId,
       imagePaths: migratedImagePaths,
+      descriptionHistory: initialHistory,
     };
 
     // Write feature.json
@@ -292,11 +303,18 @@ export class FeatureLoader {
 
   /**
    * Update a feature (partial updates supported)
+   * @param projectPath - Path to the project
+   * @param featureId - ID of the feature to update
+   * @param updates - Partial feature updates
+   * @param descriptionHistorySource - Source of description change ('enhance' or 'edit')
+   * @param enhancementMode - Enhancement mode if source is 'enhance'
    */
   async update(
     projectPath: string,
     featureId: string,
-    updates: Partial<Feature>
+    updates: Partial<Feature>,
+    descriptionHistorySource?: 'enhance' | 'edit',
+    enhancementMode?: 'improve' | 'technical' | 'simplify' | 'acceptance'
   ): Promise<Feature> {
     const feature = await this.get(projectPath, featureId);
     if (!feature) {
@@ -313,11 +331,28 @@ export class FeatureLoader {
       updatedImagePaths = await this.migrateImages(projectPath, featureId, updates.imagePaths);
     }
 
+    // Track description history if description changed
+    let updatedHistory = feature.descriptionHistory || [];
+    if (
+      updates.description !== undefined &&
+      updates.description !== feature.description &&
+      updates.description.trim()
+    ) {
+      const historyEntry: DescriptionHistoryEntry = {
+        description: updates.description,
+        timestamp: new Date().toISOString(),
+        source: descriptionHistorySource || 'edit',
+        ...(descriptionHistorySource === 'enhance' && enhancementMode ? { enhancementMode } : {}),
+      };
+      updatedHistory = [...updatedHistory, historyEntry];
+    }
+
     // Merge updates
     const updatedFeature: Feature = {
       ...feature,
       ...updates,
       ...(updatedImagePaths !== undefined ? { imagePaths: updatedImagePaths } : {}),
+      descriptionHistory: updatedHistory,
     };
 
     // Write back to file

apps/server/src/services/settings-service.ts

@@ -153,14 +153,6 @@ export class SettingsService {
     const storedVersion = settings.version || 1;
     let needsSave = false;
 
-    // Migration v1 -> v2: Force enableSandboxMode to false for existing users
-    // Sandbox mode can cause issues on some systems, so we're disabling it by default
-    if (storedVersion < 2) {
-      logger.info('Migrating settings from v1 to v2: disabling sandbox mode');
-      result.enableSandboxMode = false;
-      needsSave = true;
-    }
-
     // Migration v2 -> v3: Convert string phase models to PhaseModelEntry objects
     // Note: migratePhaseModels() handles the actual conversion for both v1 and v2 formats
     if (storedVersion < 3) {
@@ -170,6 +162,16 @@ export class SettingsService {
       needsSave = true;
     }
 
+    // Migration v3 -> v4: Add onboarding/setup wizard state fields
+    // Older settings files never stored setup state in settings.json (it lived in localStorage),
+    // so default to "setup complete" for existing installs to avoid forcing re-onboarding.
+    if (storedVersion < 4) {
+      if (settings.setupComplete === undefined) result.setupComplete = true;
+      if (settings.isFirstRun === undefined) result.isFirstRun = false;
+      if (settings.skipClaudeSetup === undefined) result.skipClaudeSetup = false;
+      needsSave = true;
+    }
+
     // Update version if any migration occurred
     if (needsSave) {
       result.version = SETTINGS_VERSION;
@@ -264,25 +266,79 @@ export class SettingsService {
     const settingsPath = getGlobalSettingsPath(this.dataDir);
 
     const current = await this.getGlobalSettings();
+
+    // Guard against destructive "empty array/object" overwrites.
+    // During auth transitions, the UI can briefly have default/empty state and accidentally
+    // sync it, wiping persisted settings (especially `projects`).
+    const sanitizedUpdates: Partial<GlobalSettings> = { ...updates };
+    let attemptedProjectWipe = false;
+
+    const ignoreEmptyArrayOverwrite = <K extends keyof GlobalSettings>(key: K): void => {
+      const nextVal = sanitizedUpdates[key] as unknown;
+      const curVal = current[key] as unknown;
+      if (
+        Array.isArray(nextVal) &&
+        nextVal.length === 0 &&
+        Array.isArray(curVal) &&
+        curVal.length > 0
+      ) {
+        delete sanitizedUpdates[key];
+      }
+    };
+
+    const currentProjectsLen = Array.isArray(current.projects) ? current.projects.length : 0;
+    if (
+      Array.isArray(sanitizedUpdates.projects) &&
+      sanitizedUpdates.projects.length === 0 &&
+      currentProjectsLen > 0
+    ) {
+      attemptedProjectWipe = true;
+      delete sanitizedUpdates.projects;
+    }
+
+    ignoreEmptyArrayOverwrite('trashedProjects');
+    ignoreEmptyArrayOverwrite('projectHistory');
+    ignoreEmptyArrayOverwrite('recentFolders');
+    ignoreEmptyArrayOverwrite('aiProfiles');
+    ignoreEmptyArrayOverwrite('mcpServers');
+    ignoreEmptyArrayOverwrite('enabledCursorModels');
+
+    // Empty object overwrite guard
+    if (
+      sanitizedUpdates.lastSelectedSessionByProject &&
+      typeof sanitizedUpdates.lastSelectedSessionByProject === 'object' &&
+      !Array.isArray(sanitizedUpdates.lastSelectedSessionByProject) &&
+      Object.keys(sanitizedUpdates.lastSelectedSessionByProject).length === 0 &&
+      current.lastSelectedSessionByProject &&
+      Object.keys(current.lastSelectedSessionByProject).length > 0
+    ) {
+      delete sanitizedUpdates.lastSelectedSessionByProject;
+    }
+
+    // If a request attempted to wipe projects, also ignore theme changes in that same request.
+    if (attemptedProjectWipe) {
+      delete sanitizedUpdates.theme;
+    }
+
     const updated: GlobalSettings = {
       ...current,
-      ...updates,
+      ...sanitizedUpdates,
       version: SETTINGS_VERSION,
     };
 
     // Deep merge keyboard shortcuts if provided
-    if (updates.keyboardShortcuts) {
+    if (sanitizedUpdates.keyboardShortcuts) {
       updated.keyboardShortcuts = {
         ...current.keyboardShortcuts,
-        ...updates.keyboardShortcuts,
+        ...sanitizedUpdates.keyboardShortcuts,
       };
     }
 
     // Deep merge phaseModels if provided
-    if (updates.phaseModels) {
+    if (sanitizedUpdates.phaseModels) {
       updated.phaseModels = {
         ...current.phaseModels,
-        ...updates.phaseModels,
+        ...sanitizedUpdates.phaseModels,
       };
     }
 
@@ -523,8 +579,26 @@ export class SettingsService {
         }
       }
 
+      // Parse setup wizard state (previously stored in localStorage)
+      let setupState: Record<string, unknown> = {};
+      if (localStorageData['automaker-setup']) {
+        try {
+          const parsed = JSON.parse(localStorageData['automaker-setup']);
+          setupState = parsed.state || parsed;
+        } catch (e) {
+          errors.push(`Failed to parse automaker-setup: ${e}`);
+        }
+      }
+
       // Extract global settings
       const globalSettings: Partial<GlobalSettings> = {
+        setupComplete:
+          setupState.setupComplete !== undefined ? (setupState.setupComplete as boolean) : false,
+        isFirstRun: setupState.isFirstRun !== undefined ? (setupState.isFirstRun as boolean) : true,
+        skipClaudeSetup:
+          setupState.skipClaudeSetup !== undefined
+            ? (setupState.skipClaudeSetup as boolean)
+            : false,
         theme: (appState.theme as GlobalSettings['theme']) || 'dark',
         sidebarOpen: appState.sidebarOpen !== undefined ? (appState.sidebarOpen as boolean) : true,
         chatHistoryOpen: (appState.chatHistoryOpen as boolean) || false,
@@ -537,6 +611,10 @@ export class SettingsService {
           appState.enableDependencyBlocking !== undefined
             ? (appState.enableDependencyBlocking as boolean)
             : true,
+        skipVerificationInAutoMode:
+          appState.skipVerificationInAutoMode !== undefined
+            ? (appState.skipVerificationInAutoMode as boolean)
+            : false,
         useWorktrees: (appState.useWorktrees as boolean) || false,
         showProfilesOnly: (appState.showProfilesOnly as boolean) || false,
         defaultPlanningMode:

apps/server/src/tests/cli-integration.test.ts

@@ -0,0 +1,373 @@
+/**
+ * CLI Integration Tests
+ *
+ * Comprehensive tests for CLI detection, authentication, and operations
+ * across all providers (Claude, Codex, Cursor)
+ */
+
+import { describe, it, expect, beforeEach, afterEach } from 'vitest';
+import {
+  detectCli,
+  detectAllCLis,
+  findCommand,
+  getCliVersion,
+  getInstallInstructions,
+  validateCliInstallation,
+} from '../lib/cli-detection.js';
+import { classifyError, getUserFriendlyErrorMessage } from '../lib/error-handler.js';
+
+describe('CLI Detection Framework', () => {
+  describe('findCommand', () => {
+    it('should find existing command', async () => {
+      // Test with a command that should exist
+      const result = await findCommand(['node']);
+      expect(result).toBeTruthy();
+    });
+
+    it('should return null for non-existent command', async () => {
+      const result = await findCommand(['nonexistent-command-12345']);
+      expect(result).toBeNull();
+    });
+
+    it('should find first available command from alternatives', async () => {
+      const result = await findCommand(['nonexistent-command-12345', 'node']);
+      expect(result).toBeTruthy();
+      expect(result).toContain('node');
+    });
+  });
+
+  describe('getCliVersion', () => {
+    it('should get version for existing command', async () => {
+      const version = await getCliVersion('node', ['--version'], 5000);
+      expect(version).toBeTruthy();
+      expect(typeof version).toBe('string');
+    });
+
+    it('should timeout for non-responsive command', async () => {
+      await expect(getCliVersion('sleep', ['10'], 1000)).rejects.toThrow();
+    }, 15000); // Give extra time for test timeout
+
+    it("should handle command that doesn't exist", async () => {
+      await expect(
+        getCliVersion('nonexistent-command-12345', ['--version'], 2000)
+      ).rejects.toThrow();
+    });
+  });
+
+  describe('getInstallInstructions', () => {
+    it('should return instructions for supported platforms', () => {
+      const claudeInstructions = getInstallInstructions('claude', 'darwin');
+      expect(claudeInstructions).toContain('brew install');
+
+      const codexInstructions = getInstallInstructions('codex', 'linux');
+      expect(codexInstructions).toContain('npm install');
+    });
+
+    it('should handle unsupported platform', () => {
+      const instructions = getInstallInstructions('claude', 'unknown-platform' as any);
+      expect(instructions).toContain('No installation instructions available');
+    });
+  });
+
+  describe('validateCliInstallation', () => {
+    it('should validate properly installed CLI', () => {
+      const cliInfo = {
+        name: 'Test CLI',
+        command: 'node',
+        version: 'v18.0.0',
+        path: '/usr/bin/node',
+        installed: true,
+        authenticated: true,
+        authMethod: 'cli' as const,
+      };
+
+      const result = validateCliInstallation(cliInfo);
+      expect(result.valid).toBe(true);
+      expect(result.issues).toHaveLength(0);
+    });
+
+    it('should detect issues with installation', () => {
+      const cliInfo = {
+        name: 'Test CLI',
+        command: '',
+        version: '',
+        path: '',
+        installed: false,
+        authenticated: false,
+        authMethod: 'none' as const,
+      };
+
+      const result = validateCliInstallation(cliInfo);
+      expect(result.valid).toBe(false);
+      expect(result.issues.length).toBeGreaterThan(0);
+      expect(result.issues).toContain('CLI is not installed');
+    });
+  });
+});
+
+describe('Error Handling System', () => {
+  describe('classifyError', () => {
+    it('should classify authentication errors', () => {
+      const authError = new Error('invalid_api_key: Your API key is invalid');
+      const result = classifyError(authError, 'claude');
+
+      expect(result.type).toBe('authentication');
+      expect(result.severity).toBe('high');
+      expect(result.userMessage).toContain('Authentication failed');
+      expect(result.retryable).toBe(false);
+      expect(result.provider).toBe('claude');
+    });
+
+    it('should classify billing errors', () => {
+      const billingError = new Error('credit balance is too low');
+      const result = classifyError(billingError);
+
+      expect(result.type).toBe('billing');
+      expect(result.severity).toBe('high');
+      expect(result.userMessage).toContain('insufficient credits');
+      expect(result.retryable).toBe(false);
+    });
+
+    it('should classify rate limit errors', () => {
+      const rateLimitError = new Error('Rate limit reached. Try again later.');
+      const result = classifyError(rateLimitError);
+
+      expect(result.type).toBe('rate_limit');
+      expect(result.severity).toBe('medium');
+      expect(result.userMessage).toContain('Rate limit reached');
+      expect(result.retryable).toBe(true);
+    });
+
+    it('should classify network errors', () => {
+      const networkError = new Error('ECONNREFUSED: Connection refused');
+      const result = classifyError(networkError);
+
+      expect(result.type).toBe('network');
+      expect(result.severity).toBe('medium');
+      expect(result.userMessage).toContain('Network connection issue');
+      expect(result.retryable).toBe(true);
+    });
+
+    it('should handle unknown errors', () => {
+      const unknownError = new Error('Something completely unexpected happened');
+      const result = classifyError(unknownError);
+
+      expect(result.type).toBe('unknown');
+      expect(result.severity).toBe('medium');
+      expect(result.userMessage).toContain('unexpected error');
+      expect(result.retryable).toBe(true);
+    });
+  });
+
+  describe('getUserFriendlyErrorMessage', () => {
+    it('should include provider name in message', () => {
+      const error = new Error('invalid_api_key');
+      const message = getUserFriendlyErrorMessage(error, 'claude');
+
+      expect(message).toContain('[CLAUDE]');
+    });
+
+    it('should include suggested action when available', () => {
+      const error = new Error('invalid_api_key');
+      const message = getUserFriendlyErrorMessage(error);
+
+      expect(message).toContain('Verify your API key');
+    });
+  });
+});
+
+describe('Provider-Specific Tests', () => {
+  describe('Claude CLI Detection', () => {
+    it('should detect Claude CLI if installed', async () => {
+      const result = await detectCli('claude');
+
+      if (result.detected) {
+        expect(result.cli.name).toBe('Claude CLI');
+        expect(result.cli.installed).toBe(true);
+        expect(result.cli.command).toBeTruthy();
+      }
+      // If not installed, that's also a valid test result
+    });
+
+    it('should handle missing Claude CLI gracefully', async () => {
+      // This test will pass regardless of whether Claude is installed
+      const result = await detectCli('claude');
+      expect(typeof result.detected).toBe('boolean');
+      expect(Array.isArray(result.issues)).toBe(true);
+    });
+  });
+
+  describe('Codex CLI Detection', () => {
+    it('should detect Codex CLI if installed', async () => {
+      const result = await detectCli('codex');
+
+      if (result.detected) {
+        expect(result.cli.name).toBe('Codex CLI');
+        expect(result.cli.installed).toBe(true);
+        expect(result.cli.command).toBeTruthy();
+      }
+    });
+  });
+
+  describe('Cursor CLI Detection', () => {
+    it('should detect Cursor CLI if installed', async () => {
+      const result = await detectCli('cursor');
+
+      if (result.detected) {
+        expect(result.cli.name).toBe('Cursor CLI');
+        expect(result.cli.installed).toBe(true);
+        expect(result.cli.command).toBeTruthy();
+      }
+    });
+  });
+});
+
+describe('Integration Tests', () => {
+  describe('detectAllCLis', () => {
+    it('should detect all available CLIs', async () => {
+      const results = await detectAllCLis();
+
+      expect(results).toHaveProperty('claude');
+      expect(results).toHaveProperty('codex');
+      expect(results).toHaveProperty('cursor');
+
+      // Each should have the expected structure
+      Object.values(results).forEach((result) => {
+        expect(result).toHaveProperty('cli');
+        expect(result).toHaveProperty('detected');
+        expect(result).toHaveProperty('issues');
+        expect(result.cli).toHaveProperty('name');
+        expect(result.cli).toHaveProperty('installed');
+        expect(result.cli).toHaveProperty('authenticated');
+      });
+    }, 30000); // Longer timeout for CLI detection
+
+    it('should handle concurrent CLI detection', async () => {
+      // Run detection multiple times concurrently
+      const promises = [detectAllCLis(), detectAllCLis(), detectAllCLis()];
+
+      const results = await Promise.all(promises);
+
+      // All should return consistent results
+      expect(results).toHaveLength(3);
+      results.forEach((result) => {
+        expect(result).toHaveProperty('claude');
+        expect(result).toHaveProperty('codex');
+        expect(result).toHaveProperty('cursor');
+      });
+    }, 45000);
+  });
+});
+
+describe('Error Recovery Tests', () => {
+  it('should handle partial CLI detection failures', async () => {
+    // Mock a scenario where some CLIs fail to detect
+    const results = await detectAllCLis();
+
+    // Should still return results for all providers
+    expect(results).toHaveProperty('claude');
+    expect(results).toHaveProperty('codex');
+    expect(results).toHaveProperty('cursor');
+
+    // Should provide error information for failures
+    Object.entries(results).forEach(([provider, result]) => {
+      if (!result.detected && result.issues.length > 0) {
+        expect(result.issues.length).toBeGreaterThan(0);
+        expect(result.issues[0]).toBeTruthy();
+      }
+    });
+  });
+
+  it('should handle timeout during CLI detection', async () => {
+    // Test with very short timeout
+    const result = await detectCli('claude', { timeout: 1 });
+
+    // Should handle gracefully without throwing
+    expect(typeof result.detected).toBe('boolean');
+    expect(Array.isArray(result.issues)).toBe(true);
+  });
+});
+
+describe('Security Tests', () => {
+  it('should not expose sensitive information in error messages', () => {
+    const errorWithKey = new Error('invalid_api_key: sk-ant-abc123secret456');
+    const message = getUserFriendlyErrorMessage(errorWithKey);
+
+    // Should not expose the actual API key
+    expect(message).not.toContain('sk-ant-abc123secret456');
+    expect(message).toContain('Authentication failed');
+  });
+
+  it('should sanitize file paths in error messages', () => {
+    const errorWithPath = new Error('Permission denied: /home/user/.ssh/id_rsa');
+    const message = getUserFriendlyErrorMessage(errorWithPath);
+
+    // Should not expose sensitive file paths
+    expect(message).not.toContain('/home/user/.ssh/id_rsa');
+  });
+});
+
+// Performance Tests
+describe('Performance Tests', () => {
+  it('should detect CLIs within reasonable time', async () => {
+    const startTime = Date.now();
+    const results = await detectAllCLis();
+    const endTime = Date.now();
+
+    const duration = endTime - startTime;
+    expect(duration).toBeLessThan(10000); // Should complete in under 10 seconds
+    expect(results).toHaveProperty('claude');
+    expect(results).toHaveProperty('codex');
+    expect(results).toHaveProperty('cursor');
+  }, 15000);
+
+  it('should handle rapid repeated calls', async () => {
+    // Make multiple rapid calls
+    const promises = Array.from({ length: 10 }, () => detectAllCLis());
+    const results = await Promise.all(promises);
+
+    // All should complete successfully
+    expect(results).toHaveLength(10);
+    results.forEach((result) => {
+      expect(result).toHaveProperty('claude');
+      expect(result).toHaveProperty('codex');
+      expect(result).toHaveProperty('cursor');
+    });
+  }, 60000);
+});
+
+// Edge Cases
+describe('Edge Cases', () => {
+  it('should handle empty CLI names', async () => {
+    await expect(detectCli('' as any)).rejects.toThrow();
+  });
+
+  it('should handle null CLI names', async () => {
+    await expect(detectCli(null as any)).rejects.toThrow();
+  });
+
+  it('should handle undefined CLI names', async () => {
+    await expect(detectCli(undefined as any)).rejects.toThrow();
+  });
+
+  it('should handle malformed error objects', () => {
+    const testCases = [
+      null,
+      undefined,
+      '',
+      123,
+      [],
+      { nested: { error: { message: 'test' } } },
+      { error: 'simple string error' },
+    ];
+
+    testCases.forEach((error) => {
+      expect(() => {
+        const result = classifyError(error);
+        expect(result).toHaveProperty('type');
+        expect(result).toHaveProperty('severity');
+        expect(result).toHaveProperty('userMessage');
+      }).not.toThrow();
+    });
+  });
+});