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Closed on August 15, 2026.
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Cybersecurity Technical Writer - AI Trainer
Ai Trainer
Ai Training
Artificial Intelligence
Content Writing
Information Security
InfoSec
Security
Security Testing
Security Training
Technical Writing
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Job Description
DataAnnotation is expanding its remote cybersecurity team to include a Roling Cybersecurity Technical Writer who also trains AI models. In this role, you will assess AI-generated security content for accuracy, craft security-focused challenges to train AI systems, and deliver feedback that informs the next generation of AI security models. The position offers flexible scheduling, with options for part-time work or a primary focus, and is based remotely from Utah.
Responsibilities
- Assess AI-produced cybersecurity content for real-world relevance, including threat analyses, vulnerability reviews, and offensive security methods.
- Develop and solve security-centric technical challenges used to train AI systems.
- Produce clear technical explanations and security-relevant code snippets.
- Offer feedback that shapes the next generation of AI security models.
Requirements
- At least 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 is required; comfort navigating and patching a codebase is essential.
- Fluent English with strong writing skills.
- Bachelor's degree preferred.
- Cybersecurity certifications are a plus (for example 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, using your own computer from home.
- Competitive pay: hourly rate of $50 to $100 USD, with potential for higher bonus rates on select projects.
- Impact: contribute to shaping AI technologies designed for cybersecurity.
Note
Payments are processed via PayPal. We will never ask for any money from you. This position is available to residents of the United States, Canada, United Kingdom, Ireland, Australia, and New Zealand.
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