AI Red Teamer

Trajectory Labs

📍 Remote (Global) 🕔 30+ hours/week
💰Competitive 🔄 Rolling Applications

Trajectory Labs is a stealth AI security startup working with leading AI companies. We're hiring to red-team products from frontier AI labs.

About You

Essential

  1. Successful jailbreaks of frontier models (GPT-5, Claude, Gemini, etc.)

  2. Comfortable scripting in Python

  3. Command line and git basics

  4. Self-directed - you work independently with minimal guidance

Highly Valued

  1. Participation in jailbreaking competitions

  2. Power user of agentic coding tools (e.g. spec-driven development, multi-agent orchestration)

  3. Professional experience in security consulting or ML security

  4. Prior work with AI labs or safety organizations

Practical Details

  1. Remote work

  2. Flexible schedule - work any time

  3. Opportunity to work with frontier AI models

  4. Mentorship from experienced AI security researchers

Why This Matters

Your work will contribute to making AI systems safer by helping identify and mitigate failure modes before deployment.

What you'll gain:

  1. Hands-on experience with frontier AI security

  2. High-impact work on cutting-edge AI safety challenges

  3. High ownership and autonomy

  4. Strong references for future roles in AI safety

Application Process

  1. Submit your application in minutes

  2. Play Terminal, The Game ✨, where you’ll jailbreak a frontier model

  3. 30-minute interview with our founders

  4. Offer

Trajectory Labs

Trajectory Labs is a startup that builds RL environments for frontier AI labs to train robust, secure, and reliable models.

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