AI Red Team Engineer

THE OPPORTUNITY

We are currently building Watcher, a monitoring tool for coding agents. Our monitoring research agenda attempts to translate compute into safety
-teaming previously sat inside the RS (Control) role as a partial responsibility. As it's grown from a single pilot into a recurring need, it now needs a dedicated owner.

As the AI Red Team Engineer, you will help build the practice of red-teaming AI monitors (both Watcher's own defenses and frontier labs' monitoring systems (see our pilot campaign red-teaming Anthropic's auto mode). You will hunt for attack surfaces monitors that haven't been tested against yet and turn what you find into fixes. You'll work closely with Marius (CEO & currently leads the monitoring efforts), control researchers and product engineers.

You will like this opportunity if you think like an attacker and want your adversarial findings to directly strengthen AI monitoring systems. You will join a small team and will have significant ability to shape the team & tech, and have the ability to earn responsibility quickly.

• Design and run red-teaming campaigns combining severity-graded failure-mode injection into real trajectories, static monitoring benchmarks (e.g. Monitoring Bench), and dynamic off-policy control red-teaming.
• Identify novel attack surfaces monitors haven't been tested against.
• Build and maintain automated red-teaming pipelines that attack monitors at scale, rather than relying on one-off manual probing.
• Design iterative adversarial red-team/blue-team games, working with RS (Control) on the blue-team side to keep escalating attack difficulty as monitors improve.
• Track the research literature and real-world incidents on agent failure modes, monitor evasion, and adversarial robustness.
• Turn each campaign into specific, actionable recommendations for monitor developers e.g. on time of intervention, user authorisation, trust boundaries, and monitor visibility
• Write up campaign findings as external publications and internal reports.
• Feed findings back into Watcher's monitor development and Apollo's blue-teaming research, so lessons learned externally harden our own product.

• 2+ years of experience in offensive security, adversarial ML, or red-teaming of AI systems.
• Strong experience with AI coding agents, extensive use of, comparison of, or direct development of frontier coding agents.
• Experience designing and executing structured adversarial testing campaigns
• Strong Python programming skills
• Strong written communication as you will produce publications and campaign write-ups that need to be clear and credible externally.
• Demonstrated ability to work independently on open-ended adversarial problems.

• Familiarity with AI safety concepts, particularly agent-related risks
• Experience with LLM-as-a-judge setups or AI monitoring more broadly
• Background in penetration testing, CTFs, or computer security more broadly.

We want to emphasize that people who feel they don't fulfill all of these characteristics but think they would be a good fit for the position nonetheless are strongly encouraged to apply. We believe that excellent candidates can come from a variety of backgrounds and are excited to give you opportunities to shine.

• Run a red-teaming campaign against a frontier lab's monitor: work through real coding sessions with injected attacks across a range of failure modes, identify improvement areas, and deliver actionable recommendations the partner lab can implement.
• Build an automated red-teaming pipeline that attacks Watcher's monitors at scale, rather than relying on one-off manual red-teaming.
• Investigate a new attack surface: an emerging agent capability or novel evasion vector not yet in Apollo's failure mode catalog and produce a write-up and recommendations for the monitoring team.

• This role offers market competitive salary, equity, and competitive benefits.
• Salary:
  San Francisco
  : $182,000 – $238,000;
  London
  : £122,000 – £160,000. We will be looking to meaningfully raise salaries soon.
• Flexible work hours and schedule
• Unlimited vacation
• Unlimited sick leave
• Up to 6 months of paid…