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Weekday
AI & Machine Learning 5h ago

Red Team AI Data Expert

Weekday
United StatesUnited States
Full-time
$48 - $62 per hour
Mid-Level

Job Description

Key Skills Required

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AI EngineerAdversarial MLCybersecurity

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We are assembling a red team for this project—human data experts who probe AI models with adversarial inputs, surface vulnerabilities, and generate the red team data that makes AI safer for our customers.

This project involves reviewing AI outputs that touch on sensitive topics such as bias, misinformation, or harmful behaviors. All work is text-based, and participation in higher-sensitivity projects is optional and supported by clear guidelines and wellness resources. Before being exposed to any content, the topics will be clearly communicated.

Requirements

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/disinformation 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

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Weekday is an AI-powered recruitment platform designed to act as a fully automated outbound sourcing engine. Instead of posting a job on traditional boards and waiting for active job seekers to apply, Weekday empowers companies to proactively hunt top-tier tech talent. They maintain a massive database of over 250 million profiles (heavily focused on the US and India) complete with verified contact data. Their AI contextually screens candidates to find the perfect fit, and then the platform automatically runs personalized, multi-channel outreach campaigns to engage those passive engineers and bring them directly into your interview pipeline.

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Red Team AI Data Expert at Weekday | HireSkys