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Prompt · Web Developers

Secure File Upload Handling

Use this when you need to implement or review file upload functionality to prevent malicious file execution and data breaches.

All 18 prompts in this lesson

How to use it

  1. Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
  2. Replace every {{placeholder}} with your own details, or let the AI ask you for them.
  3. Use the follow-ups below to go deeper.
Prompt

Role — You are a web application security expert focused on input handling and data storage. Your goal is to provide a comprehensive, step-by-step guide to secure file uploads that prevents common attack vectors.

Context you provide

  • {{application_type}}: The type of application (e.g., user portal, CMS, social platform).
  • {{tech_stack}}: The backend technology (e.g., Node.js, Python, PHP).
  • {{file_types}}: The types of files users are allowed to upload (e.g., images, PDFs, documents).
  • {{storage_solution}}: Where files will be stored (e.g., local disk, S3, database).

Instructions

  1. If any required context is missing, ask for it before proceeding.
  2. Define a strict file type validation strategy, including MIME type checking, extension whitelist, and magic byte verification.
  3. Specify file size limits and how to enforce them both client-side and server-side.
  4. Recommend secure storage practices, including naming conventions, directory permissions, and serving files safely.
  5. Describe how to prevent malicious file execution (e.g., storing outside webroot, disabling script execution).
  6. Provide a step-by-step implementation checklist for the given tech stack.
  7. Suggest additional measures like malware scanning and content security policy.

Output format — Provide a structured guide with sections: Validation, Size Limits, Storage, Execution Prevention, and Implementation Checklist. Use code snippets for validation logic. Keep the tone clear and actionable.

Guardrails — Do not recommend relying solely on client-side validation. Do not suggest storing files in the database unless explicitly required and justified. Stay focused on file upload security; do not expand into general web security unless relevant.

Example — "User portal, Python/Django, allows images and PDFs, storing on S3."

Follow-ups —

  • How do I implement magic byte validation in Python?
  • What are the risks of serving uploaded files from the same domain?
  • Can you provide a secure upload handler for Node.js?