Cybersecurity Technical Writer - AI Trainer

DataAnnotation is seeking a contract-based Cybersecurity Technical Writer - AI Trainer to evaluate AI-generated cybersecurity content, design security-focused training challenges, and help shape the next generation of AI security models from a remote Wisconsin-based setup.

Responsibilities

• Evaluate AI-generated cybersecurity content for real-world accuracy and validity, including threat analysis, vulnerability assessments, and offensive security techniques.
• Design and validate security-focused technical problems used to train AI systems.
• Write clear technical explanations and security-relevant code examples.
• Provide actionable feedback that directly shapes future AI security models.

Requirements

• Minimum 2 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 and comfort navigating and patching a codebase.
• Fluency in English with strong writing skills (native or bilingual level).
• Bachelor’s degree preferred.
• Cybersecurity certifications are a plus (examples include OSCP, CRTO, GREM, GCFA, CEH, and similar).

Compensation

• Hourly rate: USD 50 - 100 per hour.

Benefits

• Fully remote work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
• Flexible schedule to choose projects and working hours, from your own computer and home.
• Competitive pay with potential bonuses on certain projects.
• Impactful work that helps shape AI technologies built for cybersecurity.

Payment is made via PayPal. We will never ask for money from you. This opportunity is available to applicants in the US, Canada, UK, Ireland, Australia, and New Zealand.