
AI Penetration Tester | $111/hr Remote
Crossing Hurdles • United States
At Crossing Hurdles, we work as a referral partner. We refer candidates to our partner that collaborates with world’s leading AI research labs to build and train cutting-edge AI models.
Position: AI Red-Teamer — Adversarial AI Testing (Advanced)
Type: Hourly Contract Compensatio
Full Description
At Crossing Hurdles, we work as a referral partner. We refer candidates to our partner that collaborates with world’s leading AI research labs to build and train cutting-edge AI models.
Position: AI Red-Teamer — Adversarial AI Testing (Advanced)
Type: Hourly Contract
Compensation: $54–$111/hour
Location: Remote
Duration: Full-time or part-time, flexible
Commitment: Flexible, asynchronous scheduling
Key Responsibilities Red-team AI models and agents by crafting jailbreaks, prompt injections, misuse cases, and exploit scenarios
Generate high-quality human data: annotate AI failures, classify vulnerabilities, and flag systemic risks Apply structured approaches using taxonomies, benchmarks, and playbooks to maintain consistency in testing Document findings comprehensively to produce reproducible reports, datasets, and attack cases Flexibly support multiple projects including LLM jailbreaks and socio-technical abuse testing across different customers
Required Qualifications Prior red-teaming experience, such as AI adversarial work, cybersecurity, or socio-technical probing OR a strong AI background that supports rapid learning Expertise in adversarial machine learning, including jailbreak datasets, prompt injection, RLHF/DPO attacks, model extraction Cybersecurity skills such as penetration testing, exploit development, reverse engineering Experience with socio-technical risk areas like harassment, disinformation, or abuse analysis Creative probing using psychology, acting, or writing to develop unconventional adversarial methods
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