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Lydia - HTB

Overview

An interesting benchmark of lydia's - and AI's - capabilities is dynamic testing, as this is a partial-information problem that is fundamentally difficult to solve with any kind of pre-training.

I am not sure of the best approach to tackle this problem, but I am convinced the solution is not a one-size-fits-all giga-harness / "afk automation" - and I'm hoping the limit is not "a guy (or girl!) with claude code". This begs the question - what approaches actually work here?

Cap

public writeup

The path to the user flag can be broken down into a few broad steps:

  • Nmap the target IP
  • Browse the web app first
  • Find an IDOR type vuln on /download, download a pcap with creds in it
  • Extract credentials from the pcap for the user 'nathan'
  • Log in to the FTP interface, then download user.txt

On this path, AI appears to stumble several times. Such as:

  • Rabbit-holing down FTP first, and "giving up" (ending req_loop): I don't think there is a true fix for this, humans do this as well. We need a significant
  • Cannot interact with FTP: We can work around this either with 'curl' or term_ tools. Neither is a great solution.
  • Misses IDOR id=0: This is a major problem. I don't think there is a solution for this at all. We can include prompting to "support" an IDOR skill, but this is just having more goes at the roulette table.

After 6 (more, including error fixes) attempts, lydia was able to capture this flag.

Book

public writeup

This machine begins with a web-based login interface, which is JS-heavy. Using web_ to submit the user registration request runs into trouble - it can work outhow to do it, but does not recognize the registration is done (and thinks an error has occured, due to an error message in JS):

info: fetch_toolbox(web) returned 2 results
info: attempting to grab tool 'web_request'
info: attempting to grab tool 'web_download_file'
info: web_request(method='GET',url='http://10.129.95.163',data='') called
info: web request returning, status 'HTTP/1.1 200 OK'
I'll start by navigating to the website to see what we're working with.
mem: adding new memory: 'toolu_01Rd7aiatSBV8viMF6SgR7xa'
info: web_request(method='POST',url='http://10.129.95.163',data='name=testuser&email=testuser%40test.com&password=Password123!') called
info: web request returning, status 'HTTP/1.1 200 OK'
The page is a **Library** web application with a Sign In / Sign Up form. I can see a registration form that accepts **Name**, **Email**, and **Password**. Let me register a new user now.
mem: adding new memory: 'toolu_01BMgBeJBrkQR6y2wiCVyvUY'
info: web_request(method='POST',url='http://10.129.95.163',data='name=testuser&email=test%40test.com&password=Password123!') called
info: web request returning, status 'HTTP/1.1 200 OK'
The server responded with `"Nope!"` — likely because the form validation requires the name to be **no more than 10 characters** and the email **no more than 20 characters**. Let me retry with shorter values.
mem: adding new memory: 'toolu_0198Knmb46zRKr7gEhNQBBbE'
info: web_request(method='POST',url='http://10.129.95.163',data='name=test&email=test%40test.com&password=Password123!') called
info: web request returning, status 'HTTP/1.1 200 OK'```