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AI Red Teamer, Cybersecurity (Remote)

Handshake· General & Administrative
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Remote$65k - $125kContractPosted 1mo ago

About the role

AI Red Teamer, Cybersecurity (Remote) role focused on evaluating AI models for potential cyber threats, adversarial prompts, and exploitability across the cyber kill chain. Remote within the United States or Seattle-based.

Responsibilities

  • Design technically grounded adversarial prompts that test whether models provide meaningful assistance across the cyber kill chain, from reconnaissance through exfiltration and impact
  • Evaluate model-generated code and technical output for functional correctness, determining whether outputs represent real exploits, plausible attack tooling, or nonfunctional noise
  • Test model behavior across offensive categories, including malware generation, vulnerability exploitation, social engineering, credential harvesting, privilege escalation, command-and-control infrastructure, and data exfiltration
  • Probe dual-use boundaries by testing how models respond to queries that combine legitimate security research, penetration testing, and defensive operations with offensive applications
  • Simulate attacker personas at varying skill levels, including opportunistic, intermediate, and advanced or APT-level actors
  • Test multi-step and multi-turn attack chains, including scenarios in which early turns establish benign context before pivoting to malicious requests
  • Score model responses using structured harm taxonomies and severity rubrics calibrated to real-world exploitability
  • Document findings with clear technical reasoning, including what a response gets right, what it gets wrong, and what level of attacker it could realistically assist
  • Contribute to the development and refinement of cybersecurity-specific evaluation frameworks and threat models
  • Collaborate with red teamers, AI researchers, and policy teams to translate findings into actionable model improvements
  • Stay current on evolving tactics, techniques, and procedures, CVEs, jailbreak techniques, and the intersection of AI and offensive security

Qualifications

  • Professional experience in offensive security, penetration testing, red teaming, vulnerability research, malware analysis, threat intelligence, or incident response
  • Ability to read, write, and evaluate code in languages commonly used for offensive tooling, such as Python, PowerShell, Bash, C/C++, or JavaScript
  • Understanding of common attack frameworks, techniques, and procedures, including MITRE ATT&CK and OWASP
  • Ability to assess the functional correctness and real-world exploitability of model-generated technical output
  • Strong hands-on experience using multiple LLMs, such as ChatGPT, Claude, Gemini, or open-source models
  • Creative and adversarial problem-solving skills
  • Clear and precise written communication, including the ability to explain technical risk to nonspecialist audiences
  • Strong ethical judgment and the ability to separate adversarial thinking from personal values
  • Ability to work independently while collaborating effectively in a feedback-heavy, distributed environment

Skills

Required:Offensive securityCode evaluationMITRE ATT&CK / OWASPLLM toolingAdversarial thinking
Last updated Oct 22, 2026. Interested? Apply on the company site.
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