upload-insecure-files

Validate file upload paths for bypass and processing-chain exploits.

241|28|Updated May 20, 2026
One-click install
npx skills add https://github.com/ok-helloworld/vibe-pentest --skill upload-insecure-files-ok-helloworld
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: upload-insecure-files
Source: https://github.com/ok-helloworld/vibe-pentest/tree/main/references/pentest_skills/upload-insecure-files
Command: npx skills add https://github.com/ok-helloworld/vibe-pentest --skill upload-insecure-files-ok-helloworld

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

This Skill helps you identify and validate insecure file upload flaws by testing whether attackers can bypass upload checks and still exploit storage, processing pipelines, and later serving surfaces to reach meaningful security impact.

Core Features & Use Cases

  • Validation bypass coverage: Tests extension blacklist gaps, case/format tricks, content-type and magic-byte mismatches, server-side renaming, and polyglot/alternate extension families.
  • Storage and retrieval abuse: Probes predictable or user-influenced storage paths for cross-tenant read, overwrite, and access-control gaps, including reflection via filenames and metadata.
  • Processing-chain exploitation: Maps what processors touch uploads (image/thumbnailing, archive extraction, XML/SVG imports, document/PDF rendering, media transcoding) and pivots to likely parser-chain vulnerabilities.
  • Authorization and business-logic checks: Verifies quota enforcement, tenant isolation, approval workflow bypasses, and missing object-level authorization across read/replace/delete/share actions.

Quick Start

Use the upload-insecure-files skill to test a target's file upload feature end-to-end using an authorized scope, focusing on bypassing validation, mapping the storage/serve path, and then probing processor-specific exploit pivots.

Frequently Asked Questions about upload-insecure-files

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I test for file upload validation bypass vulnerabilities?

File upload validation bypass testing probes extension blacklist gaps, content-type mismatches, magic-byte spoofing, and polyglot files to determine if accept and store checks can be circumvented to reach meaningful security impact.

What security risks exist when processing uploaded files through parser chains?

Parser chain risks in uploaded file processing occur when thumbnailing, archive extraction, XML/SVG imports, or document rendering engines process malicious files, allowing attackers to pivot to parser vulnerabilities and execute stored XSS or path traversal attacks.

How can attackers exploit predictable file storage paths for cross-tenant access?

Predictable file storage path exploitation targets user-influenced naming and metadata reflection to achieve cross-tenant file read, overwrite, and access-control bypasses during storage and retrieval operations.

How do I verify authorization and tenant isolation for file upload features?

File upload authorization verification checks quota enforcement, tenant isolation, approval workflow bypasses, and missing object-level authorization across read, replace, delete, and share actions to prevent cross-tenant data exposure.

Does insecure file upload testing work for web applications using archive extraction and media transcoding?

Insecure file upload testing applies to web application scenarios involving archive extraction, media transcoding, document rendering, and avatar imports, mapping processor chains to identify validation bypass and stored XSS attack vectors.

What is the best way to chain file upload bypasses into execution-time impact?

Upload-to-execution chaining maps validation bypass matrices to storage and serve-time surfaces, probing whether polyglot files and path traversal payloads survive processing pipelines to achieve stored XSS or remote code execution impact.