Cybersecurity Technical Writer - AI Trainer

DataAnnotation is seeking a remote Cybersecurity Technical Writer and AI Trainer to help shape secure AI content. The role is based remotely in Maine and focuses on evaluating AI-generated security material, crafting training challenges, and delivering actionable feedback to improve AI security models. This contract position blends hands-on cybersecurity work with technical writing to support the next generation of AI-enabled defense tools.

Responsibilities

• Assess AI-produced cybersecurity materials, covering threat analyses, vulnerability assessments, and offensive security techniques, for accuracy and real-world applicability.
• 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

• At least two years of hands-on cybersecurity experience in roles 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 is required; comfort navigating and patching a codebase is essential.
• Fluent 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 set your own hours from your own computer at home.
• Competitive pay: hourly projects, up to $60 USD per hour, with opportunities for higher bonus rates on certain projects.
• Impact: contribute to shaping the future of AI technologies built for cybersecurity.

Note: Payment is processed via PayPal. We will never ask for money from you. This opportunity is limited to candidates located in the United States, Canada, United Kingdom, Ireland, Australia, and New Zealand.