Cybersecurity Engineer - AI Trainer

DataAnnotation is recruiting a Cybersecurity Engineer - AI Trainer to support the training of AI models for security use cases. In this fully remote contract role, you will review AI-generated cybersecurity content for real-world accuracy and work through security-focused technical challenges that improve model performance. The position is paid hourly and completed on your own computer with a flexible schedule.

Responsibilities

• Assess AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, with an emphasis on real-world validity.
• Design and solve security-focused technical problems that are used to train AI systems.
• Produce clear technical explanations and security-relevant code.
• Deliver feedback that directly influences the next iteration of AI security model outputs.

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 work, including government or military cyber operations.
• Some coding experience is required, with comfort navigating and patching a codebase.
• Fluency in English (native or bilingual level) and strong writing skills.
• Bachelor’s degree preferred.
• Cybersecurity certifications are a plus, for example OSCP, CRTO, GREM, GCFA, CEH, or similar.

Contract Location and Work Setup

• Location: Deerfield, IL (remote)
• Work arrangement: Fully remote
• Schedule: Flexible; choose which projects you take on and when you work

Compensation and Payment

• Pay: USD $50 to $100 per hour
• Bonus potential: Higher bonus rates may be available for certain projects
• Payment method: PayPal

Who Can Apply

• This contract role is available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

Note: DataAnnotation will never ask you for money.