German & English Trainer - Remote

Fluent Language Skills Required

Why This Role Exists

What You’ll Do

• Red team conversational AI models and agents: jailbreaks, prompt injections, misuse cases, bias exploitation, multi-turn manipulation
• Generate high-quality human data: annotate failures, classify vulnerabilities, and flag systemic risks
• Apply structure: follow taxonomies, benchmarks, and playbooks to keep testing consistent
• Document reproducibly: produce reports, datasets, and attack cases customers can act on

Who You Are

• You bring prior red teaming experience (AI adversarial work, cybersecurity, socio-technical probing)
• You’re curious and adversarial: you instinctively push systems to breaking points
• You’re structured: you use frameworks or benchmarks, not just random hacks
• You’re communicative: you explain risks clearly to technical and non-technical stakeholders
• You’re adaptable: thrive on moving across projects and customers

Nice-to-Have Specialties

• Adversarial ML: jailbreak datasets, prompt injection, RLHF/DPO attacks, model extraction
• Cybersecurity: penetration testing, exploit development, reverse engineering
• Socio-technical risk: harassment/disinfo probing, abuse analysis, conversational AI testing
• Creative probing: psychology, acting, writing for unconventional adversarial thinking

What Success Looks Like

• You uncover vulnerabilities automated tests miss
• You deliver reproducible artifacts that strengthen customer AI systems
• Evaluation coverage expands: more scenarios tested, fewer surprises in production

Contract and Payment Terms

• You will be engaged as an independent contractor.
• This is a fully remote role that can be completed on your own schedule.
• Projects can be extended, shortened, or concluded early depending on needs and performance.
• Payments are weekly on Stripe or Wise based on services rendered.