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Bug Bounty Bootcamp #32: Weaponizing File Uploads — From Profile Pictures to Remote Code…

Bug Bounty Bootcamp #32: Weaponizing File Uploads — From Profile Pictures to Remote Code…

Infosecwriteups • April 11, 2026

Welcome back to the Bug Bounty Bootcamp. You’ve extracted databases, bypassed CSP, and forged requests. Now, we target one of the most common yet dangerous features: file uploads. Profile pictures, document attachments, HTML resumes — every time an application accepts a file, it opens a potential attack surface. A misconfigured uploader can lead to Remote Code Execution (RCE) , Cross-Site Scripting (XSS) , path traversal overwrites, and even blind command injection. This guide will walk you through the complete hunter’s methodology for testing file uploads, from basic extension tricks to advanced blind RCE using out-of-band techniques.

Most testers focus only on the file’s content (e.g., uploading a PHP shell). But a skilled hunter examines every part of the upload request:

Extracted Entities

MITRE ATT&CK (1)

Platforms (1)

Tools (1)

Vulnerabilities (1)