diff --git a/.specstory/history/2026-01-21_08-11Z-check-files-py-small-output-error-handling.md b/.specstory/history/2026-01-21_08-11Z-check-files-py-small-output-error-handling.md
index 7b738b5..9b666b4 100644
--- a/.specstory/history/2026-01-21_08-11Z-check-files-py-small-output-error-handling.md
+++ b/.specstory/history/2026-01-21_08-11Z-check-files-py-small-output-error-handling.md
@@ -133,3 +133,43 @@ The `format_file_size` function was also removed since it's no longer needed. Th
 
 ---
 
+_**User**_
+
+though now I think of it, add a user prompt to delete all detected problem files./
+
+---
+
+_**Agent (model default, mode Agent)**_
+
+
+Adding a user prompt to delete all detected problem files. Reviewing the current file structure:
+
+
+---
+
+<tool-use data-tool-type="read" data-tool-name="read_file_v2">
+<details><summary>Tool use: **read_file_v2** • Read file: R:\Videos\mux\check_files.py</summary>
+
+</details>
+</tool-use>
+
+---
+
+
+Adding a user prompt to delete all detected problem files after the summary:
+
+
+---
+
+<tool-use data-tool-type="write" data-tool-name="edit_file_v2">
+
+<details><summary>Tool use: **edit_file_v2** • Edit file: R:\Videos\mux\check_files.py</summary>
+
+Status: **loading**
+
+</details>
+
+</tool-use>
+
+---
+
diff --git a/check_files.py b/check_files.py
index 5055cff..89639ee 100644
--- a/check_files.py
+++ b/check_files.py
@@ -264,6 +264,38 @@ def main():
         for file, issue in issues_found:
             print(f"\n{file}:")
             print(f"{Colors.RED}  {issue}{Colors.ENDC}")
+        
+        # Prompt to delete problem files
+        print(f"\n{Colors.YELLOW}Files with issues detected.{Colors.ENDC}")
+        response = input("Delete all problematic output files? (yes/no): ").strip().lower()
+        
+        if response in ['yes', 'y']:
+            deleted_count = 0
+            failed_count = 0
+            
+            for file, issue in issues_found:
+                # Skip "Missing from output" - nothing to delete
+                if issue == "Missing from output":
+                    continue
+                
+                # Delete output file for all other issues
+                output_path = os.path.join(output_dir, file)
+                if os.path.exists(output_path):
+                    try:
+                        os.remove(output_path)
+                        deleted_count += 1
+                        logging.info(f"Deleted problematic output file: {output_path} (Issue: {issue})")
+                        print(f"{Colors.GREEN}Deleted: {file}{Colors.ENDC}")
+                    except Exception as e:
+                        failed_count += 1
+                        logging.error(f"Failed to delete {output_path}: {str(e)}")
+                        print(f"{Colors.RED}Failed to delete {file}: {str(e)}{Colors.ENDC}")
+            
+            print(f"\n{Colors.GREEN}Deleted {deleted_count} file(s){Colors.ENDC}")
+            if failed_count > 0:
+                print(f"{Colors.RED}Failed to delete {failed_count} file(s){Colors.ENDC}")
+        else:
+            print("Deletion cancelled.")
     else:
         print(f"{Colors.GREEN}No issues found in any files!{Colors.ENDC}")
         print("\nIssue counts:")