Cybersecurity Analyst - AI Trainer

DataAnnotation is seeking a Cybersecurity Analyst - AI Trainer to evaluate AI-generated cybersecurity content and design security-focused challenges that train AI systems. This remote, contract-based role offers flexible scheduling and a chance to influence how AI models learn to address real-world security problems.

Responsibilities

• Assess AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, for real-world accuracy and validity.
• Design and solve security-oriented technical problems used to train AI systems.
• Produce clear technical explanations and write security-relevant code.
• Provide feedback that 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 required; comfortable 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 (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: choose projects you take on and when you work, on your own computer from home.
• Competitive pay: hourly rate of $50-$100 USD per hour, with opportunities for higher bonus rates on certain projects.
• Impact: help shape the future of AI technologies built for cybersecurity.
• Payment via PayPal.
• Geographic eligibility: this role is available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.