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Job Description

DataAnnotation offers a fully remote contract opportunity for a Cybersecurity Analyst - AI Trainer based in South Dakota. This role features flexible scheduling and project-based work that can fit alongside another job or serve as your primary focus. You will help train AI models by evaluating AI-generated security content, solving security problems, and providing feedback that shapes how these systems reason about real-world threats and defenses. The position also provides competitive pay and the freedom to work on your own terms from your preferred setup.

Compensation: $50-$100 per hour, with opportunities for higher bonus rates on certain projects.

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 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 fields, including government or military cyber operations.
  • Some coding experience required; comfort navigating and patching a codebase is key.
  • Fluency in English (native or bilingual level) with strong writing skills.
  • A bachelor's degree is preferred.
  • Cybersecurity certifications are a plus, such as 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 projects and work on your own terms from your own computer at home.
  • Competitive pay: hourly rates from $50 to $100, with opportunities for higher bonus rates on select projects.
  • Impact: help shape the future of AI technologies built for cybersecurity.

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