diff --git a/scripts/bash/update-agent-context.sh b/scripts/bash/update-agent-context.sh
index 341e4e68..e0f28548 100644
--- a/scripts/bash/update-agent-context.sh
+++ b/scripts/bash/update-agent-context.sh
@@ -482,7 +482,7 @@ update_existing_agent_file() {
         fi
         
         # Update timestamp
-        if [[ "$line" =~ \*\*Last\ updated\*\*:.*[0-9][0-9][0-9][0-9]-[0-9][0-9]-[0-9][0-9] ]]; then
+        if [[ "$line" =~ (\*\*)?Last\ updated(\*\*)?:.*[0-9][0-9][0-9][0-9]-[0-9][0-9]-[0-9][0-9] ]]; then
             echo "$line" | sed "s/[0-9][0-9][0-9][0-9]-[0-9][0-9]-[0-9][0-9]/$current_date/" >> "$temp_file"
         else
             echo "$line" >> "$temp_file"
diff --git a/scripts/powershell/update-agent-context.ps1 b/scripts/powershell/update-agent-context.ps1
index 95e636ba..30e1e0e6 100644
--- a/scripts/powershell/update-agent-context.ps1
+++ b/scripts/powershell/update-agent-context.ps1
@@ -331,7 +331,7 @@ function Update-ExistingAgentFile {
             if ($existingChanges -lt 2) { $output.Add($line); $existingChanges++ }
             continue
         }
-        if ($line -match '\*\*Last updated\*\*: .*\d{4}-\d{2}-\d{2}') {
+        if ($line -match '(\*\*)?Last updated(\*\*)?: .*\d{4}-\d{2}-\d{2}') {
             $output.Add(($line -replace '\d{4}-\d{2}-\d{2}',$Date.ToString('yyyy-MM-dd')))
             continue
         }