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AI Red Teamer (Remote)

Handshake· HAI Delivery Ops
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Remote$32/hr - $95/hrFull-timePosted 1mo ago

About the role

AI Red Teamer focused on stress-testing large language models by creating adversarial prompts to expose vulnerabilities, safety gaps, and robustness issues across diverse risk categories.

Responsibilities

  • Craft creative prompts and multi-turn scenarios to stress-test AI guardrails across diverse risk categories
  • Discover ways around safety filters, restrictions, and defenses using jailbreak, evasion, and prompt injection techniques
  • Explore edge cases to provoke disallowed, harmful, or incorrect outputs
  • Evaluate and score model responses against structured harm taxonomies and severity rubrics
  • Document experiments clearly, including what you tried, why you tried it, and what it revealed
  • Review and refine adversarial prompts generated by other team members
  • Contribute to harm taxonomy development, calibration exercises, and inter-rater reliability work
  • Collaborate with engineers, data scientists, and researchers to share findings and strengthen defenses
  • Work with potentially disturbing content on a regular basis
  • Stay current on jailbreaks, attack methods, and evolving model behaviors

Qualifications

  • Strong hands-on experience using multiple LLMs (ChatGPT, Claude, Gemini, open-source models, etc.)
  • Intuition for crafting adversarial prompts; familiarity with jailbreak or evasion techniques is a strong plus
  • Creative, adversarial problem-solving skills
  • Clear and thoughtful written communication
  • Strong ethical judgment and the ability to separate adversarial thinking from personal values
  • Self-directed, collaborative, and comfortable in feedback-heavy environments
  • Curiosity, persistence, and comfort with frequent failure in experimentation

Skills

Required:Adversarial prompt engineeringModel evaluation and harm taxonomyDocumentation and reportingCollaboration with engineers/researchersEthical judgment in adversarial work

Benefits

  • Compensation: $32 – $95 per hour
  • Remote work option (USA)
  • W-2 hourly employment through TCWGlobal
  • Flexible hourly structure with standardized ranges for U.S.-based roles
Last updated Oct 22, 2026. Interested? Apply on the company site.
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