Senior AI Red Teamer (Contract)

Trajectory Labs

📍 Remote (Global) 🕔 Full Time
💰$100-$180 USD/hour ⏳ 28/11/2025

Trajectory Labs is a stealth AI security startup working with leading AI companies. We're hiring to red-team a product unreleased to the public from a frontier AI lab.

About You

Essential

1. Successful jailbreaks of frontier models (GPT-4, Claude, Gemini, etc.)

2. Demonstrated capability breaking or securing AI systems

3. Experience with LLM internals, prompt injection techniques, or model evaluation

4. Ability to work independently and drive projects to completion

Highly valued

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

2. Published security research or significant bug bounty findings

3. Professional experience in security consulting, red teaming, or ML security

4. Prior work with AI labs or safety organizations

Practical Details

1. Remote work

2. Flexible hours, can work around schedule

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

2. High ownership and autonomy

3. Strong references for future roles in AI safety

Application Process

1. Submit your application in minutes

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

3. 30-minute interview with our founders

4. Offer