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Job Description

DataAnnotation is seeking a cybersecurity engineer to join as an AI trainer, guiding how security-focused AI models interpret threats and defenses. This contract, remote-friendly role centers on evaluating AI-generated cybersecurity content and crafting training challenges, all while enjoying the flexibility of a fully remote schedule.

Responsibilities

  • Evaluate AI-generated cybersecurity content, including threat analyses, 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 informs 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 fields, including government or military cyber operations.
  • Some coding experience; comfortable navigating and patching a codebase.
  • Fluency in English with strong writing skills (native or bilingual level).
  • A bachelor's degree is preferred.
  • Cybersecurity certifications are a plus (e.g., 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: select projects and work on your own computer from home.
  • Competitive pay: hourly rates range from $50 to $100 USD, with potential higher bonus rates on certain projects.
  • Impact: contribute to shaping AI technologies designed for cybersecurity.
  • Payment is processed via PayPal. This opportunity is open to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

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