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Crossing Hurdles
AI Security Professional | $111/hr Remote

AI Security Professional | $111/hr Remote

Remote

United states

$ 111 /hour

Freelance

30-10-2025

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Skills

Penetration Testing Research Machine Learning

Job Specifications

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 10-40 hours/week, 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

Application process: (Takes 20 min)

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About the Company

At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals. Our focus is on connecting organisations with top-tier talent by sourcing, screening, and presenting only the top 1% of candidates across a wide range of industries. We work closely with clients to understand their unique needs, ensuring that we find candidates who not only fit the role but also align with their organizational culture. Over the past few quarters, we've successfully p... Know more