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Closed on September 7, 2026.
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Cybersecurity Technical Writer - AI Trainer
Ai Trainer
Ai Training
Artificial Intelligence
Cybersecurity Content
Cybersecurity Training
Data Security
Information Security
InfoSec
Security
Security Testing
Technical Writing
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Job Description
DataAnnotation seeks a Cybersecurity Technical Writer - AI Trainer to support the training of AI models focused on cybersecurity. The work combines technical evaluation with writing and problem design, helping ensure AI-generated security content is accurate, valid, and grounded in real-world threat considerations.
Key Responsibilities
- Review and assess AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, with a focus on real-world accuracy and validity.
- Create and solve security-focused technical problems used to train AI systems.
- Produce clear technical explanations and security-relevant code.
- Deliver feedback that directly informs and improves 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 work, including experience in government or military cyber operations.
- Some coding experience is required, including comfort navigating and patching a codebase.
- Fluency in English (native or bilingual level) with strong technical writing ability.
- A bachelor’s degree is preferred.
- Cybersecurity certifications are a plus (examples include OSCP, CRTO, GREM, GCFA, CEH, and similar).
Contract Details
- Job type: contract
- Location: Hawaii (remote)
- Pay: USD $50 to $100 per hour
Benefits
- Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
- Flexible schedule: select projects and determine working hours, on your own computer.
- Competitive pay: hourly project rates of $50 to $100 USD, with potential for higher bonus rates on certain projects.
- Impact: contribute to the development of AI technologies built for cybersecurity.
Additional Information
- Payment method: PayPal.
- Safety note: DataAnnotation will never ask for money from you.
- Eligibility: only available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.