diff --git a/scripts/bash/update-agent-context.sh b/scripts/bash/update-agent-context.sh
index b9dff82..4f9e6e3 100644
--- a/scripts/bash/update-agent-context.sh
+++ b/scripts/bash/update-agent-context.sh
@@ -1,69 +1,683 @@
 #!/usr/bin/env bash
+
+# Update agent context files with information from plan.md
+#
+# This script maintains AI agent context files by parsing feature specifications 
+# and updating agent-specific configuration files with project information.
+#
+# MAIN FUNCTIONS:
+# 1. Environment Validation
+#    - Verifies git repository structure and branch information
+#    - Checks for required plan.md files and templates
+#    - Validates file permissions and accessibility
+#
+# 2. Plan Data Extraction
+#    - Parses plan.md files to extract project metadata
+#    - Identifies language/version, frameworks, databases, and project types
+#    - Handles missing or incomplete specification data gracefully
+#
+# 3. Agent File Management
+#    - Creates new agent context files from templates when needed
+#    - Updates existing agent files with new project information
+#    - Preserves manual additions and custom configurations
+#    - Supports multiple AI agent formats and directory structures
+#
+# 4. Content Generation
+#    - Generates language-specific build/test commands
+#    - Creates appropriate project directory structures
+#    - Updates technology stacks and recent changes sections
+#    - Maintains consistent formatting and timestamps
+#
+# 5. Multi-Agent Support
+#    - Handles agent-specific file paths and naming conventions
+#    - Supports: Claude, Gemini, Copilot, Cursor, Qwen, opencode, Codex, Windsurf
+#    - Can update single agents or all existing agent files
+#    - Creates default Claude file if no agent files exist
+#
+# Usage: ./update-agent-context.sh [agent_type]
+# Agent types: claude|gemini|copilot|cursor|qwen|opencode|codex|windsurf
+# Leave empty to update all existing agent files
+
 set -e
+
+# Enable strict error handling
+set -u
+set -o pipefail
+
+#==============================================================================
+# Configuration and Global Variables
+#==============================================================================
+
 REPO_ROOT=$(git rev-parse --show-toplevel)
 CURRENT_BRANCH=$(git rev-parse --abbrev-ref HEAD)
 FEATURE_DIR="$REPO_ROOT/specs/$CURRENT_BRANCH"
 NEW_PLAN="$FEATURE_DIR/plan.md"
-CLAUDE_FILE="$REPO_ROOT/CLAUDE.md"; GEMINI_FILE="$REPO_ROOT/GEMINI.md"; COPILOT_FILE="$REPO_ROOT/.github/copilot-instructions.md"; CURSOR_FILE="$REPO_ROOT/.cursor/rules/specify-rules.mdc"; QWEN_FILE="$REPO_ROOT/QWEN.md"; AGENTS_FILE="$REPO_ROOT/AGENTS.md"; WINDSURF_FILE="$REPO_ROOT/.windsurf/rules/specify-rules.md"
-AGENT_TYPE="$1"
-[ -f "$NEW_PLAN" ] || { echo "ERROR: No plan.md found at $NEW_PLAN"; exit 1; }
-echo "=== Updating agent context files for feature $CURRENT_BRANCH ==="
-NEW_LANG=$(grep "^**Language/Version**: " "$NEW_PLAN" 2>/dev/null | head -1 | sed 's/^**Language\/Version**: //' | grep -v "NEEDS CLARIFICATION" || echo "")
-NEW_FRAMEWORK=$(grep "^**Primary Dependencies**: " "$NEW_PLAN" 2>/dev/null | head -1 | sed 's/^**Primary Dependencies**: //' | grep -v "NEEDS CLARIFICATION" || echo "")
-NEW_DB=$(grep "^**Storage**: " "$NEW_PLAN" 2>/dev/null | head -1 | sed 's/^**Storage**: //' | grep -v "N/A" | grep -v "NEEDS CLARIFICATION" || echo "")
-NEW_PROJECT_TYPE=$(grep "^**Project Type**: " "$NEW_PLAN" 2>/dev/null | head -1 | sed 's/^**Project Type**: //' || echo "")
-update_agent_file() { local target_file="$1" agent_name="$2"; echo "Updating $agent_name context file: $target_file"; local temp_file=$(mktemp); if [ ! -f "$target_file" ]; then
-  echo "Creating new $agent_name context file..."; if [ -f "$REPO_ROOT/.specify/templates/agent-file-template.md" ]; then cp "$REPO_ROOT/.specify/templates/agent-file-template.md" "$temp_file"; else echo "ERROR: Template not found"; return 1; fi;
-  sed -i.bak "s/\[PROJECT NAME\]/$(basename $REPO_ROOT)/" "$temp_file"; sed -i.bak "s/\[DATE\]/$(date +%Y-%m-%d)/" "$temp_file"; sed -i.bak "s/\[EXTRACTED FROM ALL PLAN.MD FILES\]/- $NEW_LANG + $NEW_FRAMEWORK ($CURRENT_BRANCH)/" "$temp_file";
-  if [[ "$NEW_PROJECT_TYPE" == *"web"* ]]; then sed -i.bak "s|\[ACTUAL STRUCTURE FROM PLANS\]|backend/\nfrontend/\ntests/|" "$temp_file"; else sed -i.bak "s|\[ACTUAL STRUCTURE FROM PLANS\]|src/\ntests/|" "$temp_file"; fi;
-  if [[ "$NEW_LANG" == *"Python"* ]]; then COMMANDS="cd src && pytest && ruff check ."; elif [[ "$NEW_LANG" == *"Rust"* ]]; then COMMANDS="cargo test && cargo clippy"; elif [[ "$NEW_LANG" == *"JavaScript"* ]] || [[ "$NEW_LANG" == *"TypeScript"* ]]; then COMMANDS="npm test && npm run lint"; else COMMANDS="# Add commands for $NEW_LANG"; fi; sed -i.bak "s|\[ONLY COMMANDS FOR ACTIVE TECHNOLOGIES\]|$COMMANDS|" "$temp_file";
-  sed -i.bak "s|\[LANGUAGE-SPECIFIC, ONLY FOR LANGUAGES IN USE\]|$NEW_LANG: Follow standard conventions|" "$temp_file"; sed -i.bak "s|\[LAST 3 FEATURES AND WHAT THEY ADDED\]|- $CURRENT_BRANCH: Added $NEW_LANG + $NEW_FRAMEWORK|" "$temp_file"; rm "$temp_file.bak";
-else
-  echo "Updating existing $agent_name context file..."; manual_start=$(grep -n "<!-- MANUAL ADDITIONS START -->" "$target_file" | cut -d: -f1); manual_end=$(grep -n "<!-- MANUAL ADDITIONS END -->" "$target_file" | cut -d: -f1); if [ -n "$manual_start" ] && [ -n "$manual_end" ]; then sed -n "${manual_start},${manual_end}p" "$target_file" > /tmp/manual_additions.txt; fi;
-  python3 - "$target_file" <<'EOF'
-import re,sys,datetime
-target=sys.argv[1]
-with open(target) as f: content=f.read()
-NEW_LANG="'$NEW_LANG'";NEW_FRAMEWORK="'$NEW_FRAMEWORK'";CURRENT_BRANCH="'$CURRENT_BRANCH'";NEW_DB="'$NEW_DB'";NEW_PROJECT_TYPE="'$NEW_PROJECT_TYPE'"
-# Tech section
-m=re.search(r'## Active Technologies\n(.*?)\n\n',content, re.DOTALL)
-if m:
-  existing=m.group(1)
-  additions=[]
-  if '$NEW_LANG' and '$NEW_LANG' not in existing: additions.append(f"- $NEW_LANG + $NEW_FRAMEWORK ($CURRENT_BRANCH)")
-  if '$NEW_DB' and '$NEW_DB' not in existing and '$NEW_DB'!='N/A': additions.append(f"- $NEW_DB ($CURRENT_BRANCH)")
-  if additions:
-    new_block=existing+"\n"+"\n".join(additions)
-    content=content.replace(m.group(0),f"## Active Technologies\n{new_block}\n\n")
-# Recent changes
-m2=re.search(r'## Recent Changes\n(.*?)(\n\n|$)',content, re.DOTALL)
-if m2:
-  lines=[l for l in m2.group(1).strip().split('\n') if l]
-  lines.insert(0,f"- $CURRENT_BRANCH: Added $NEW_LANG + $NEW_FRAMEWORK")
-  lines=lines[:3]
-  content=re.sub(r'## Recent Changes\n.*?(\n\n|$)', '## Recent Changes\n'+"\n".join(lines)+'\n\n', content, flags=re.DOTALL)
-content=re.sub(r'Last updated: \d{4}-\d{2}-\d{2}', 'Last updated: '+datetime.datetime.now().strftime('%Y-%m-%d'), content)
-open(target+'.tmp','w').write(content)
-EOF
-  mv "$target_file.tmp" "$target_file"; if [ -f /tmp/manual_additions.txt ]; then sed -i.bak '/<!-- MANUAL ADDITIONS START -->/,/<!-- MANUAL ADDITIONS END -->/d' "$target_file"; cat /tmp/manual_additions.txt >> "$target_file"; rm /tmp/manual_additions.txt "$target_file.bak"; fi;
-fi; mv "$temp_file" "$target_file" 2>/dev/null || true; echo "✅ $agent_name context file updated successfully"; }
-case "$AGENT_TYPE" in
-  claude) update_agent_file "$CLAUDE_FILE" "Claude Code" ;;
-  gemini) update_agent_file "$GEMINI_FILE" "Gemini CLI" ;;
-  copilot) update_agent_file "$COPILOT_FILE" "GitHub Copilot" ;;
-  cursor) update_agent_file "$CURSOR_FILE" "Cursor IDE" ;;
-  qwen) update_agent_file "$QWEN_FILE" "Qwen Code" ;;
-  opencode) update_agent_file "$AGENTS_FILE" "opencode" ;;
-  codex) update_agent_file "$AGENTS_FILE" "Codex CLI" ;;
-  windsurf) update_agent_file "$WINDSURF_FILE" "Windsurf" ;;
-  "") [ -f "$CLAUDE_FILE" ] && update_agent_file "$CLAUDE_FILE" "Claude Code"; \
-       [ -f "$GEMINI_FILE" ] && update_agent_file "$GEMINI_FILE" "Gemini CLI"; \
-       [ -f "$COPILOT_FILE" ] && update_agent_file "$COPILOT_FILE" "GitHub Copilot"; \
-       [ -f "$CURSOR_FILE" ] && update_agent_file "$CURSOR_FILE" "Cursor IDE"; \
-       [ -f "$QWEN_FILE" ] && update_agent_file "$QWEN_FILE" "Qwen Code"; \
-       [ -f "$AGENTS_FILE" ] && update_agent_file "$AGENTS_FILE" "Codex/opencode"; \
-       [ -f "$WINDSURF_FILE" ] && update_agent_file "$WINDSURF_FILE" "Windsurf"; \
-       if [ ! -f "$CLAUDE_FILE" ] && [ ! -f "$GEMINI_FILE" ] && [ ! -f "$COPILOT_FILE" ] && [ ! -f "$CURSOR_FILE" ] && [ ! -f "$QWEN_FILE" ] && [ ! -f "$AGENTS_FILE" ] && [ ! -f "$WINDSURF_FILE" ]; then update_agent_file "$CLAUDE_FILE" "Claude Code"; fi ;;
-  *) echo "ERROR: Unknown agent type '$AGENT_TYPE' (expected claude|gemini|copilot|cursor|qwen|opencode|codex|windsurf)"; exit 1 ;;
-esac
-echo; echo "Summary of changes:"; [ -n "$NEW_LANG" ] && echo "- Added language: $NEW_LANG"; [ -n "$NEW_FRAMEWORK" ] && echo "- Added framework: $NEW_FRAMEWORK"; [ -n "$NEW_DB" ] && [ "$NEW_DB" != "N/A" ] && echo "- Added database: $NEW_DB"; echo; echo "Usage: $0 [claude|gemini|copilot|cursor|qwen|opencode|codex|windsurf]"
+AGENT_TYPE="${1:-}"
+
+# Agent-specific file paths
+CLAUDE_FILE="$REPO_ROOT/CLAUDE.md"
+GEMINI_FILE="$REPO_ROOT/GEMINI.md"
+COPILOT_FILE="$REPO_ROOT/.github/copilot-instructions.md"
+CURSOR_FILE="$REPO_ROOT/.cursor/rules/specify-rules.mdc"
+QWEN_FILE="$REPO_ROOT/QWEN.md"
+AGENTS_FILE="$REPO_ROOT/AGENTS.md"
+WINDSURF_FILE="$REPO_ROOT/.windsurf/rules/specify-rules.md"
+
+# Template file
+TEMPLATE_FILE="$REPO_ROOT/.specify/templates/agent-file-template.md"
+
+# Global variables for parsed plan data
+NEW_LANG=""
+NEW_FRAMEWORK=""
+NEW_DB=""
+NEW_PROJECT_TYPE=""
+
+#==============================================================================
+# Utility Functions
+#==============================================================================
+
+log_info() {
+    echo "INFO: $1"
+}
+
+log_success() {
+    echo "✓ $1"
+}
+
+log_error() {
+    echo "ERROR: $1" >&2
+}
+
+log_warning() {
+    echo "WARNING: $1" >&2
+}
+
+# Cleanup function for temporary files
+cleanup() {
+    local exit_code=$?
+    rm -f /tmp/agent_update_*_$$
+    rm -f /tmp/manual_additions_$$
+    exit $exit_code
+}
+
+# Set up cleanup trap
+trap cleanup EXIT INT TERM
+
+#==============================================================================
+# Validation Functions
+#==============================================================================
+
+validate_environment() {
+    # Check if we're in a git repository
+    if ! git rev-parse --show-toplevel >/dev/null 2>&1; then
+        log_error "Not in a git repository"
+        exit 1
+    fi
+    
+    # Check if we have a current branch
+    if [[ -z "$CURRENT_BRANCH" ]]; then
+        log_error "Unable to determine current git branch"
+        exit 1
+    fi
+    
+    # Check if plan.md exists
+    if [[ ! -f "$NEW_PLAN" ]]; then
+        log_error "No plan.md found at $NEW_PLAN"
+        log_info "Make sure you're on a feature branch with a corresponding spec directory"
+        exit 1
+    fi
+    
+    # Check if template exists (needed for new files)
+    if [[ ! -f "$TEMPLATE_FILE" ]]; then
+        log_warning "Template file not found at $TEMPLATE_FILE"
+        log_warning "Creating new agent files will fail"
+    fi
+}
+
+#==============================================================================
+# Plan Parsing Functions
+#==============================================================================
+
+extract_plan_field() {
+    local field_pattern="$1"
+    local plan_file="$2"
+    
+    grep "^**${field_pattern}**: " "$plan_file" 2>/dev/null | \
+        head -1 | \
+        sed "s/^**${field_pattern}**: //" | \
+        grep -v "NEEDS CLARIFICATION" | \
+        grep -v "^N/A$" || echo ""
+}
+
+parse_plan_data() {
+    local plan_file="$1"
+    
+    if [[ ! -f "$plan_file" ]]; then
+        log_error "Plan file not found: $plan_file"
+        return 1
+    fi
+    
+    if [[ ! -r "$plan_file" ]]; then
+        log_error "Plan file is not readable: $plan_file"
+        return 1
+    fi
+    
+    log_info "Parsing plan data from $plan_file"
+    
+    NEW_LANG=$(extract_plan_field "Language/Version" "$plan_file")
+    NEW_FRAMEWORK=$(extract_plan_field "Primary Dependencies" "$plan_file")
+    NEW_DB=$(extract_plan_field "Storage" "$plan_file")
+    NEW_PROJECT_TYPE=$(extract_plan_field "Project Type" "$plan_file")
+    
+    # Log what we found
+    if [[ -n "$NEW_LANG" ]]; then
+        log_info "Found language: $NEW_LANG"
+    else
+        log_warning "No language information found in plan"
+    fi
+    
+    if [[ -n "$NEW_FRAMEWORK" ]]; then
+        log_info "Found framework: $NEW_FRAMEWORK"
+    fi
+    
+    if [[ -n "$NEW_DB" ]] && [[ "$NEW_DB" != "N/A" ]]; then
+        log_info "Found database: $NEW_DB"
+    fi
+    
+    if [[ -n "$NEW_PROJECT_TYPE" ]]; then
+        log_info "Found project type: $NEW_PROJECT_TYPE"
+    fi
+}
+#==============================================================================
+# Template and Content Generation Functions
+#==============================================================================
+
+get_project_structure() {
+    local project_type="$1"
+    
+    if [[ "$project_type" == *"web"* ]]; then
+        echo "backend/
+frontend/
+tests/"
+    else
+        echo "src/
+tests/"
+    fi
+}
+
+get_commands_for_language() {
+    local lang="$1"
+    
+    case "$lang" in
+        *"Python"*)
+            echo "cd src && pytest && ruff check ."
+            ;;
+        *"Rust"*)
+            echo "cargo test && cargo clippy"
+            ;;
+        *"JavaScript"*|*"TypeScript"*)
+            echo "npm test && npm run lint"
+            ;;
+        *)
+            echo "# Add commands for $lang"
+            ;;
+    esac
+}
+
+get_language_conventions() {
+    local lang="$1"
+    echo "$lang: Follow standard conventions"
+}
+
+create_new_agent_file() {
+    local target_file="$1"
+    local temp_file="$2"
+    local project_name="$3"
+    local current_date="$4"
+    
+    if [[ ! -f "$TEMPLATE_FILE" ]]; then
+        log_error "Template not found at $TEMPLATE_FILE"
+        return 1
+    fi
+    
+    if [[ ! -r "$TEMPLATE_FILE" ]]; then
+        log_error "Template file is not readable: $TEMPLATE_FILE"
+        return 1
+    fi
+    
+    log_info "Creating new agent context file from template..."
+    
+    if ! cp "$TEMPLATE_FILE" "$temp_file"; then
+        log_error "Failed to copy template file"
+        return 1
+    fi
+    
+    # Replace template placeholders
+    local project_structure
+    project_structure=$(get_project_structure "$NEW_PROJECT_TYPE")
+    
+    local commands
+    commands=$(get_commands_for_language "$NEW_LANG")
+    
+    local language_conventions
+    language_conventions=$(get_language_conventions "$NEW_LANG")
+    
+    # Perform substitutions with error checking
+    local substitutions=(
+        "s/\[PROJECT NAME\]/$project_name/"
+        "s/\[DATE\]/$current_date/"
+        "s/\[EXTRACTED FROM ALL PLAN.MD FILES\]/- $NEW_LANG + $NEW_FRAMEWORK ($CURRENT_BRANCH)/"
+        "s|\[ACTUAL STRUCTURE FROM PLANS\]|$project_structure|"
+        "s|\[ONLY COMMANDS FOR ACTIVE TECHNOLOGIES\]|$commands|"
+        "s|\[LANGUAGE-SPECIFIC, ONLY FOR LANGUAGES IN USE\]|$language_conventions|"
+        "s|\[LAST 3 FEATURES AND WHAT THEY ADDED\]|- $CURRENT_BRANCH: Added $NEW_LANG + $NEW_FRAMEWORK|"
+    )
+    
+    for substitution in "${substitutions[@]}"; do
+        if ! sed -i.bak "$substitution" "$temp_file"; then
+            log_error "Failed to perform substitution: $substitution"
+            rm -f "$temp_file" "$temp_file.bak"
+            return 1
+        fi
+    done
+    
+    # Clean up backup files
+    rm -f "$temp_file.bak"
+    
+    return 0
+}
+update_active_technologies() {
+    local target_file="$1"
+    local temp_file="$2"
+    
+    # Find the Active Technologies section and add new entries
+    local tech_section_start
+    tech_section_start=$(grep -n "## Active Technologies" "$target_file" | cut -d: -f1)
+    
+    if [[ -z "$tech_section_start" ]]; then
+        return 0  # No Active Technologies section found
+    fi
+    
+    # Find the end of the Active Technologies section (next ## heading or empty line)
+    local tech_section_end
+    tech_section_end=$(tail -n +$((tech_section_start + 1)) "$target_file" | grep -n "^## \|^$" | head -1 | cut -d: -f1)
+    
+    if [[ -n "$tech_section_end" ]]; then
+        tech_section_end=$((tech_section_start + tech_section_end))
+    else
+        tech_section_end=$(wc -l < "$target_file")
+    fi
+    
+    # Extract existing technologies section
+    local existing_tech
+    existing_tech=$(sed -n "${tech_section_start},${tech_section_end}p" "$target_file")
+    
+    # Build list of new additions
+    local additions=()
+    if [[ -n "$NEW_LANG" ]] && ! echo "$existing_tech" | grep -q "$NEW_LANG"; then
+        additions+=("- $NEW_LANG + $NEW_FRAMEWORK ($CURRENT_BRANCH)")
+    fi
+    
+    if [[ -n "$NEW_DB" ]] && [[ "$NEW_DB" != "N/A" ]] && ! echo "$existing_tech" | grep -q "$NEW_DB"; then
+        additions+=("- $NEW_DB ($CURRENT_BRANCH)")
+    fi
+    
+    # If we have additions, update the section
+    if [[ ${#additions[@]} -gt 0 ]]; then
+        {
+            # Copy everything before the Active Technologies section
+            head -n $((tech_section_start)) "$target_file"
+            
+            # Copy existing tech section content
+            sed -n "$((tech_section_start + 1)),$((tech_section_end - 1))p" "$target_file"
+            
+            # Add new technologies
+            printf '%s\n' "${additions[@]}"
+            echo
+            
+            # Copy everything after the Active Technologies section
+            tail -n +$((tech_section_end + 1)) "$target_file"
+        } > "$temp_file"
+    else
+        cp "$target_file" "$temp_file"
+    fi
+}
+
+update_recent_changes() {
+    local temp_file="$1"
+    local temp_file2="$2"
+    
+    # Find Recent Changes section
+    local changes_section_start
+    changes_section_start=$(grep -n "## Recent Changes" "$temp_file" | cut -d: -f1)
+    
+    if [[ -z "$changes_section_start" ]]; then
+        return 0  # No Recent Changes section found
+    fi
+    
+    # Find the end of the Recent Changes section
+    local changes_section_end
+    changes_section_end=$(tail -n +$((changes_section_start + 1)) "$temp_file" | grep -n "^## \|^$" | head -1 | cut -d: -f1)
+    
+    if [[ -n "$changes_section_end" ]]; then
+        changes_section_end=$((changes_section_start + changes_section_end))
+    else
+        changes_section_end=$(wc -l < "$temp_file")
+    fi
+    
+    # Extract existing changes, keep only non-empty lines, and limit to 2 (so we can add 1 new one)
+    local existing_changes=()
+    while IFS= read -r line; do
+        if [[ -n "$line" ]] && [[ "$line" == "- "* ]]; then
+            existing_changes+=("$line")
+        fi
+    done < <(sed -n "$((changes_section_start + 1)),$((changes_section_end - 1))p" "$temp_file")
+    
+    # Keep only the first 2 existing changes
+    existing_changes=("${existing_changes[@]:0:2}")
+    
+    # Create updated Recent Changes section
+    {
+        # Copy everything before Recent Changes
+        head -n "$changes_section_start" "$temp_file"
+        
+        # Add new change at the top
+        echo "- $CURRENT_BRANCH: Added $NEW_LANG + $NEW_FRAMEWORK"
+        
+        # Add existing changes (up to 2)
+        printf '%s\n' "${existing_changes[@]}"
+        echo
+        
+        # Copy everything after Recent Changes section
+        tail -n +$((changes_section_end + 1)) "$temp_file"
+    } > "$temp_file2"
+}
+
+update_last_updated() {
+    local temp_file="$1"
+    local current_date="$2"
+    
+    # Update the "Last updated" timestamp
+    sed -i.bak "s/Last updated: [0-9][0-9][0-9][0-9]-[0-9][0-9]-[0-9][0-9]/Last updated: $current_date/" "$temp_file"
+    rm -f "$temp_file.bak"
+}
+
+preserve_manual_additions() {
+    local target_file="$1"
+    local temp_file="$2"
+    
+    # Check if there are manual additions to preserve
+    local manual_start manual_end
+    manual_start=$(grep -n "<!-- MANUAL ADDITIONS START -->" "$target_file" 2>/dev/null | cut -d: -f1 || echo "")
+    manual_end=$(grep -n "<!-- MANUAL ADDITIONS END -->" "$target_file" 2>/dev/null | cut -d: -f1 || echo "")
+    
+    if [[ -n "$manual_start" ]] && [[ -n "$manual_end" ]]; then
+        # Extract manual additions
+        local manual_file="/tmp/manual_additions_$$"
+        sed -n "${manual_start},${manual_end}p" "$target_file" > "$manual_file"
+        
+        # Remove any existing manual additions from temp file
+        sed -i.bak '/<!-- MANUAL ADDITIONS START -->/,/<!-- MANUAL ADDITIONS END -->/d' "$temp_file"
+        rm -f "$temp_file.bak"
+        
+        # Append preserved manual additions
+        cat "$manual_file" >> "$temp_file"
+        rm -f "$manual_file"
+    fi
+}
+
+update_existing_agent_file() {
+    local target_file="$1"
+    local current_date="$2"
+    
+    log_info "Updating existing agent context file..."
+    
+    local temp_file1="/tmp/agent_update_1_$$"
+    local temp_file2="/tmp/agent_update_2_$$"
+    
+    # Step 1: Update Active Technologies section
+    update_active_technologies "$target_file" "$temp_file1"
+    
+    # Step 2: Update Recent Changes section
+    update_recent_changes "$temp_file1" "$temp_file2"
+    
+    # Step 3: Update timestamp
+    update_last_updated "$temp_file2" "$current_date"
+    
+    # Step 4: Preserve manual additions
+    preserve_manual_additions "$target_file" "$temp_file2"
+    
+    # Move the final result to target
+    mv "$temp_file2" "$target_file"
+    
+    # Cleanup
+    rm -f "$temp_file1"
+}
+#==============================================================================
+# Main Agent File Update Function
+#==============================================================================
+
+update_agent_file() {
+    local target_file="$1"
+    local agent_name="$2"
+    
+    if [[ -z "$target_file" ]] || [[ -z "$agent_name" ]]; then
+        log_error "update_agent_file requires target_file and agent_name parameters"
+        return 1
+    fi
+    
+    log_info "Updating $agent_name context file: $target_file"
+    
+    local project_name
+    project_name=$(basename "$REPO_ROOT")
+    local current_date
+    current_date=$(date +%Y-%m-%d)
+    
+    # Create directory if it doesn't exist
+    local target_dir
+    target_dir=$(dirname "$target_file")
+    if [[ ! -d "$target_dir" ]]; then
+        if ! mkdir -p "$target_dir"; then
+            log_error "Failed to create directory: $target_dir"
+            return 1
+        fi
+    fi
+    
+    if [[ ! -f "$target_file" ]]; then
+        # Create new file from template
+        local temp_file
+        temp_file=$(mktemp) || {
+            log_error "Failed to create temporary file"
+            return 1
+        }
+        
+        if create_new_agent_file "$target_file" "$temp_file" "$project_name" "$current_date"; then
+            if mv "$temp_file" "$target_file"; then
+                log_success "Created new $agent_name context file"
+            else
+                log_error "Failed to move temporary file to $target_file"
+                rm -f "$temp_file"
+                return 1
+            fi
+        else
+            log_error "Failed to create new agent file"
+            rm -f "$temp_file"
+            return 1
+        fi
+    else
+        # Update existing file
+        if [[ ! -r "$target_file" ]]; then
+            log_error "Cannot read existing file: $target_file"
+            return 1
+        fi
+        
+        if [[ ! -w "$target_file" ]]; then
+            log_error "Cannot write to existing file: $target_file"
+            return 1
+        fi
+        
+        if update_existing_agent_file "$target_file" "$current_date"; then
+            log_success "Updated existing $agent_name context file"
+        else
+            log_error "Failed to update existing agent file"
+            return 1
+        fi
+    fi
+    
+    return 0
+}
+
+#==============================================================================
+# Agent Selection and Processing
+#==============================================================================
+
+update_specific_agent() {
+    local agent_type="$1"
+    
+    case "$agent_type" in
+        claude)
+            update_agent_file "$CLAUDE_FILE" "Claude Code"
+            ;;
+        gemini)
+            update_agent_file "$GEMINI_FILE" "Gemini CLI"
+            ;;
+        copilot)
+            update_agent_file "$COPILOT_FILE" "GitHub Copilot"
+            ;;
+        cursor)
+            update_agent_file "$CURSOR_FILE" "Cursor IDE"
+            ;;
+        qwen)
+            update_agent_file "$QWEN_FILE" "Qwen Code"
+            ;;
+        opencode)
+            update_agent_file "$AGENTS_FILE" "opencode"
+            ;;
+        codex)
+            update_agent_file "$AGENTS_FILE" "Codex CLI"
+            ;;
+        windsurf)
+            update_agent_file "$WINDSURF_FILE" "Windsurf"
+            ;;
+        *)
+            log_error "Unknown agent type '$agent_type'"
+            log_error "Expected: claude|gemini|copilot|cursor|qwen|opencode|codex|windsurf"
+            exit 1
+            ;;
+    esac
+}
+
+update_all_existing_agents() {
+    local found_agent=false
+    
+    # Check each possible agent file and update if it exists
+    if [[ -f "$CLAUDE_FILE" ]]; then
+        update_agent_file "$CLAUDE_FILE" "Claude Code"
+        found_agent=true
+    fi
+    
+    if [[ -f "$GEMINI_FILE" ]]; then
+        update_agent_file "$GEMINI_FILE" "Gemini CLI"
+        found_agent=true
+    fi
+    
+    if [[ -f "$COPILOT_FILE" ]]; then
+        update_agent_file "$COPILOT_FILE" "GitHub Copilot"
+        found_agent=true
+    fi
+    
+    if [[ -f "$CURSOR_FILE" ]]; then
+        update_agent_file "$CURSOR_FILE" "Cursor IDE"
+        found_agent=true
+    fi
+    
+    if [[ -f "$QWEN_FILE" ]]; then
+        update_agent_file "$QWEN_FILE" "Qwen Code"
+        found_agent=true
+    fi
+    
+    if [[ -f "$AGENTS_FILE" ]]; then
+        update_agent_file "$AGENTS_FILE" "Codex/opencode"
+        found_agent=true
+    fi
+    
+    if [[ -f "$WINDSURF_FILE" ]]; then
+        update_agent_file "$WINDSURF_FILE" "Windsurf"
+        found_agent=true
+    fi
+    
+    # If no agent files exist, create a default Claude file
+    if [[ "$found_agent" == false ]]; then
+        log_info "No existing agent files found, creating default Claude file..."
+        update_agent_file "$CLAUDE_FILE" "Claude Code"
+    fi
+}
+print_summary() {
+    echo
+    log_info "Summary of changes:"
+    
+    if [[ -n "$NEW_LANG" ]]; then
+        echo "  - Added language: $NEW_LANG"
+    fi
+    
+    if [[ -n "$NEW_FRAMEWORK" ]]; then
+        echo "  - Added framework: $NEW_FRAMEWORK"
+    fi
+    
+    if [[ -n "$NEW_DB" ]] && [[ "$NEW_DB" != "N/A" ]]; then
+        echo "  - Added database: $NEW_DB"
+    fi
+    
+    echo
+    log_info "Usage: $0 [claude|gemini|copilot|cursor|qwen|opencode|codex|windsurf]"
+}
+
+#==============================================================================
+# Main Execution
+#==============================================================================
+
+main() {
+    # Validate environment before proceeding
+    validate_environment
+    
+    log_info "=== Updating agent context files for feature $CURRENT_BRANCH ==="
+    
+    # Parse the plan file to extract project information
+    if ! parse_plan_data "$NEW_PLAN"; then
+        log_error "Failed to parse plan data"
+        exit 1
+    fi
+    
+    # Process based on agent type argument
+    local success=true
+    
+    if [[ -z "$AGENT_TYPE" ]]; then
+        # No specific agent provided - update all existing agent files
+        log_info "No agent specified, updating all existing agent files..."
+        if ! update_all_existing_agents; then
+            success=false
+        fi
+    else
+        # Specific agent provided - update only that agent
+        log_info "Updating specific agent: $AGENT_TYPE"
+        if ! update_specific_agent "$AGENT_TYPE"; then
+            success=false
+        fi
+    fi
+    
+    # Print summary
+    print_summary
+    
+    if [[ "$success" == true ]]; then
+        log_success "Agent context update completed successfully"
+        exit 0
+    else
+        log_error "Agent context update completed with errors"
+        exit 1
+    fi
+}
+
+# Execute main function if script is run directly
+if [[ "${BASH_SOURCE[0]}" == "${0}" ]]; then
+    main "$@"
+fi
diff --git a/scripts/powershell/update-agent-context.ps1 b/scripts/powershell/update-agent-context.ps1
index 133b454..1e35b25 100644
--- a/scripts/powershell/update-agent-context.ps1
+++ b/scripts/powershell/update-agent-context.ps1
@@ -66,7 +66,7 @@ function Update-AgentFile($targetFile, $agentName) {
     }
     $content = [regex]::Replace($content, 'Last updated: \d{4}-\d{2}-\d{2}', "Last updated: $(Get-Date -Format 'yyyy-MM-dd')")
     $content | Set-Content $targetFile -Encoding UTF8
-    Write-Output "✅ $agentName context file updated successfully"
+    Write-Output "✓ $agentName context file updated successfully"
 }
 
 switch ($AgentType) {