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Job Description

DataAnnotation is building AI systems that can better understand real-world cybersecurity challenges, and this contract role focuses on training those models through hands-on evaluation and feedback. As a Cybersecurity Manager - AI Trainer, you will review AI-generated security content, assess its accuracy and validity, and contribute improvements that influence how future AI models reason about threats and defenses.

This position is fully remote with a flexible schedule, supporting work from your own computer. The work is offered on an hourly basis and is available to candidates based in supported countries.

Responsibilities

  • Evaluate AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, with an emphasis on real-world accuracy and validity.
  • Design and solve security-focused technical problems that are 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 adjacent areas, including government or military cyber operations.
  • Coding experience required; you should be comfortable navigating and patching a codebase.
  • Fluency in English (native or bilingual level) with strong writing skills.
  • Bachelor’s degree preferred.
  • Certifications are a plus (for example OSCP, CRTO, GREM, GCFA, CEH, and similar).

Benefits

  • Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: choose which projects you take on and when you work.
  • Competitive pay: projects are paid hourly at $50 to $100 USD per hour.
  • Potential for higher bonus rates for certain projects.
  • Impact: help shape AI technologies built for cybersecurity.

Contracting Notes

  • Payment method: paid via PayPal.
  • No fees: DataAnnotation will never ask for money from you.
  • Eligibility: this role is available only to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

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