Handshake
AI
AIRedTeamer,Cybersecurity
Neural analysis suggests this role is
optimal for Senior candidates.
“AI Red Teamer, Cybersecurity at Handshake. Skills: Offensive security, AI model evaluation, Adversarial prompt design. Evaluate AI models for manipulation. Craft adversarial prompts”
What You'll Achieve.
Translate findings into actionable model improvements
Industry & Context.
Adversarial problem-solving skills
Active or prior security clearance
What They're Looking For.
Must Have
Professional experience in offensive security, penetration testing, red teaming, vulnerability research, malware analysis, threat intelligence, incident response, Ability to read, write, and evaluate code, Understanding of common attack frameworks, techniques, and procedures, Ability to assess the functional correctness and real-world exploitability of model-generated technical output, hands-on experience using multiple LLMs, Creative, adversarial problem-solving skills, Clear and precise written communication, ethical judgment
Nice to Have
Relevant certifications (OSCP, OSCE, GPEN, GXPN, CRTO, CRTL, CEH, or similar), Active or prior security clearance, Experience with exploit development, reverse engineering, binary analysis, Background in cloud security, container security, infrastructure-as-code attack surfaces, Familiarity with AI/ML-specific attack surfaces, Experience building or operating C2 frameworks, custom implants, offensive tooling, Bug bounty track record, published CVEs, Prior work in trust and safety, content moderation, AI evaluation, Familiarity with LLM APIs, evaluation tooling
What You'll Do.
Evaluate AI models for manipulation
Craft adversarial prompts
Simulate threat actor usage
Assess model output danger
Design technically grounded prompts
Evaluate model-generated code
Probe dual-use boundaries
Simulate attacker personas
Test multi-step attack chains
Score model responses
Contribute to evaluation frameworks
Collaborate with teams
How You'll Work.
Team & Collaboration
Collaborate with other red teamers; AI researchers; policy teams
Communication Scope
Clear and precise written communication; explain technical risk to non-specialist audiences
Full Job Description
ABOUT HANDSHAKE Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions. In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month. Why join Handshake now: - Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel - Partner hand-in-hand with world-class AI labs, Fortune 500 partners and the world’s top educational institutions - Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders - Build a massive, fast-growing business with billions in revenue About Handshake AI Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data-intensive post-training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale. ABOUT THE ROLE As a Cybersecurity Red Teamer, you will evaluate whether AI models can be manipulated into generating functional malware, viable exploit code, attack tooling, or step-by-step operational guidance that would give a threat actor meaningful uplift in carrying out cyberattacks. Your job is to find the gaps between what a model's safety guardrails are supposed to block and what a skilled adversary can actually extract. This role requires you to think like an attacker who happens to have access to a very capable AI assistant. Yo
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