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Closed on September 8, 2026.
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Cybersecurity Technical Writer - AI Trainer
Adversarial Ai Security
Adversarial Ai Security Evaluation
Ai Training
Artificial Intelligence
Cyber Threat Analysis
Cybersecurity Analysis
Cybersecurity Content
Information Security
InfoSec
Security Testing
Technical Writing
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Job Description
Help train cybersecurity-focused AI chatbots by reviewing AI-generated outputs and improving the quality of security guidance.
Responsibilities
- Assess AI-produced cybersecurity content for real-world accuracy and validity, including threat analysis, vulnerability assessments, and offensive security techniques
- Create and solve security-oriented technical problems used to train AI systems
- Produce clear technical explanations and security-relevant code
- Provide feedback that directly influences the next iteration of AI security models
Requirements
- 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 adjacent work
- Experience may include government or military cyber operations
- Some coding experience required; ability to navigate and patch a codebase is important
- English fluency (native or bilingual) with strong writing skills
- Bachelor’s degree preferred
- Certifications are a plus (examples: OSCP, CRTO, GREM, GCFA, CEH, and similar)
Contract Details
- Job type: contract
- Location: Illinois (remote)
- Compensation: $50 to $100 USD per hour
- Availability: paid hourly work available after a short assessment
Benefits
- Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand
- Flexible schedule: select which projects to take on and when you work, using your own computer
- Competitive pay: projects paid hourly at $50 to $100 USD
- Higher bonus rates may be available for certain projects
- Impact: contribute to cybersecurity-focused AI technologies
Additional Notes
- Payment is made via PayPal
- DataAnnotation will never ask for any money
- Role is limited to applicants in the US, Canada, UK, Ireland, Australia, and New Zealand