AI Engineer Pentesting Agent
TryHackMe is the fastest-growing online cyber security training platform. Having only been around for handful of years weve grown to more than 6 million users and used by >1000 businesses (including governments and Fortune 500 companies like Google and Microsoft).
With a $1M starting budget were developing a fully autonomous AI pentester that can plan exploit adapt and report with the speed and precision required for modern offensive security. Were looking for an engineer to join our small talented team to test and develop our agent.
You must have an interest in cyber security be deeply curious and passionate about AI agents.
Youll be designing the systems core logic shaping its reasoning decision paths memory and execution flow so it can handle complex offensive tasks reliably. Your day to day involves collaborating closely with an offensive security researcher to align the agent with real attacker workflows and improve how it identifies and exploits vulnerabilities.
Contribute to the development and optimization of our autonomous AI pentesting agent.
Build and maintain safe environments to run test and benchmark agent behaviors.
Implement core agent capabilities such as reasoning decision-making planning and tool orchestration.
Assist in evaluating and comparing large language models (Claude OpenAI models Mistral Llama etc) for agent tasks.
Build UI components and dashboards using React and support browser automation workflows using Playwright for agent evaluation.
Support continuous refinement of the agent through experimentation observability and lab testing.
2 years software development experience with strong Python skills
Experience building AI agents (LangChain CrewAI Strands SDK etc.)
Hands-on with agent design: reasoning memory tool orchestration structured outputs
Prompt engineering RAG chain-of-thought few-shot learning agent evaluation
SQL/NoSQL databases and basic data modeling
Docker AWS cloud deployment shell scripting
React for frontend/dashboards
Familiarity with OWASP Top 10
Model training and fine-tuning (LoRA PEFT) with evaluation experience
Cyber security expertise: OWASP attacks pentesting methodologies
Experience with TryHackMe or other CTF platforms
Playwright for browser automation in agent workflows
Competitive salary
Equity in the AI pentesting venture
Early-stage role with real ownership and autonomy
You can apply through LinkedIn or by emailing
Stage 1: Introductory call with TryHackMe founder and AI agent team (30m)
Stage 2: Technical exercise and live discussion about your past work building AI agents (1h)
Please note that we are currently unable to provide sponsorship.
TryHackMe takes the pain out of learning and teaching cyber security. Our platform makes it a comfortable experience to learn by designing prebuilt courses that include virtual machines (VM) hosted in the cloud and ready to be deployed. This avoids the hassle of downloading and config ... View more