"Dutty Pirate" AI Chatbot CTF Challenge

A Carribean themed generative AI Chatbot where users can test for different Large Language Model (LLM) vulnerabilities. Objective: Bypass all guardrails intended to protect the sensitive data stored on the backend of this genAI chatbot. There are a total of 5 challenges with a flag to find for each.

First challenge: Manipulate the chatbot into exposing the bitcoin secret

Second Challenge: Trick the Chatbot into exposing the owner of the LLM

Third Challenge: Expose the remaining secret flag

Fourth Challenge: Can you successfully gain access to the underlying server? Find the flag if so Fifth Challenge: Take it a step further and perform privilege escalation