Skyhook – A Round-Trip Obfuscated HTTP File Transfer Setup Built To Bypass IDS Detections


Skyhook is a REST-driven utility used to smuggle files into and out of networks defended by IDS implementations. It comes with a pre-packaged web client that uses a blend of React, vanilla JS, and web assembly to manage file transfers.

Key Links


  • Round trip file content obfuscation
  • User-configurable obfuscation chaining
  • Self-signed and Lets Encrypt certificate procurement methods
  • Embedded web applications for both configuration and file transfers.
  • Server fingerprinting resiliency techniques:
    • Encrypted loaders capable of dynamically encrypting interface files as the file transfer interface is rendered
    • API and web resource path randomization

Brief Description

Note: See the user documentation for more thorough discussion of Skyhook and how it functions.

Skyhook’s file transfer server seamlessly obfuscates file content with a user-configured series of obfuscation algorithms prior to writing the content to response bodies. Clients, which are configred with the same obfuscation algorithms, deobfuscate the file content prior to saving the file to disk. A file streaming technique is used to manage the HTTP transactions in a chunked manner, thus facilitating large file transfers.

A Brief Example

For example, here is a working obfuscation configuration:


And here is the file transfer interface. Clicking “Download” results in the file being retrieved in chunks that are encrypted with the chain of obfuscation methods configured above.

JavaScript deobfuscates the file before prompting the user to save it to disk.


Below is a request stemming from a download being inspected with Burp. Key elements of the transaction are encrypted to evade detection.


A considerable amount of time and effort goes into maintaining this website, creating backend automation and creating new features and content for you to make actionable intelligence decisions. Everyone that supports the site helps enable new functionality.

If you like the site, please support us on “Patreon” or “Buy Me A Coffee” using the buttons below

 To keep up to date follow us on the below channels.