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Simulations/Insecure File Upload

Insecure File Upload

Intermediate

This file upload endpoint has weak validation. Bypass extension checks and Content-Type validation to upload a web shell, then configure proper defenses.

Progress:
1
Double Extension Bypass
2
Content-Type Spoofing
3
Apply Full Protection
Security:
app.io/upload

File Upload

Server Processing
Filenamephoto.jpg
Content-Typeimage/jpeg
Magic BytesFF D8 FF E0

Challenges

1
Double Extension Bypass
Upload a PHP shell disguised with a double extension (e.g., shell.php.jpg) that bypasses the extension check.
hints
2
Content-Type Spoofing
Bypass the Content-Type check by spoofing the MIME type while uploading malicious content.
hints
3
Apply Full Protection
Enable full security and verify that both bypass methods are blocked.
hints
How to fix insecure file uploads
Validate content, rename files, and store outside webroot

Frequently Asked Questions