Cybersecurity Manager - AI Trainer

DataAnnotation is seeking a contract-based Cybersecurity Manager - AI Trainer to validate AI-generated cybersecurity content and design training challenges that improve AI security models. This fully remote role focuses on evaluating threat analyses, vulnerability assessments, and offensive security techniques for real-world accuracy, while providing actionable feedback to shape the next generation of AI security tooling. The position is listed in Dallas, TX (remote) and offers flexible scheduling.

Responsibilities

• Evaluate AI-generated cybersecurity content, including threat analysis, 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 related fields, including government or military cyber operations.
• Some coding experience and comfort 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: choose which projects you take on and when you work, on your own computer, from home.
• Competitive pay: projects are paid hourly at $50 to $100 USD per hour. Opportunities for higher bonus rates on certain projects.
• Impact: help shape the future of AI technologies built for cybersecurity.

Note: Payment is made via PayPal. We will never ask for money from you. This job is available only to residents of the US, Canada, UK, Ireland, Australia, and New Zealand.