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Job Description

DataAnnotation is recruiting an existing Cybersecurity Technical Writer - AI Trainer (contract) to support the training of AI models with security-focused content. This fully remote role centers on reviewing AI-generated cybersecurity material, creating training problems, and providing feedback that influences how AI security models reason about real-world scenarios.

Based in Arizona (remote), the position is open to candidates located in the US, Canada, UK, Ireland, Australia, and New Zealand. Compensation for projects is paid hourly at $50 to $100 USD, with certain projects offering higher bonus rates.

Responsibilities

  • Evaluate AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, for real-world accuracy and validity.
  • Design and solve security-focused technical problems used to train AI systems.
  • Write clear technical explanations and security-relevant code.
  • Provide feedback that directly shapes the next generation of AI security models.

Requirements

  • 2+ years of hands-on experience in a cybersecurity role, such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or related fields, including government or military cyber operations.
  • Coding experience required, including comfort navigating and patching a codebase.
  • Fluency in English (native or bilingual level) with strong writing skills.
  • Bachelor’s degree preferred.
  • Cybersecurity certifications are a plus, such as OSCP, CRTO, GREM, GCFA, CEH, and similar.

Contracting Benefits

  • Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: select which projects you take on and when you work, using your own computer.
  • Competitive pay: projects are paid hourly at $50 to $100 USD.
  • Opportunities for higher bonus rates on certain projects.
  • Impact: help shape the future of AI technologies built for cybersecurity.
  • Payment via PayPal.

Additional Notes

  • Payment is made via PayPal.
  • DataAnnotation states they will never ask for money from you.
  • This role is only available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

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