Cybersecurity Engineer - AI Trainer
Job Description
DataAnnotation is building and training AI systems with a focus on cybersecurity, and they need an experienced professional to evaluate AI-generated security content and help solve training problems. This fully remote contract role is available with flexible scheduling and paid hourly work after a short assessment.
Role
In this Cybersecurity Engineer - AI Trainer position, you will review cybersecurity outputs produced by AI models for accuracy and realism, then contribute security-focused technical solutions that support the next iteration of AI security training.
Responsibilities
- Evaluate AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, to ensure real-world accuracy and validity.
- Design and solve security-focused technical problems that are used to train AI systems.
- Write clear technical explanations and security-relevant code.
- Provide feedback that directly influences the development of future 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 areas, including government or military cyber operations.
- Some coding experience is required, including comfort navigating and patching a codebase.
- English fluency (native or bilingual level) with strong writing skills.
- A bachelor’s degree is preferred.
- Cybersecurity certifications are a plus, such as OSCP, CRTO, GREM, GCFA, CEH, and similar.
Contract Details
- Location: Chicago, IL (remote)
- Job type: contract
- Pay: projects paid hourly at $50 to $100 USD per hour
- Schedule: flexible, with selection of projects and work times
Benefits
- Fully remote: available to work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
- Flexible schedule: work on your own computer from home, choosing which projects you take on and when you work.
- Competitive pay: hourly rates of $50 to $100 USD, with potential for higher bonus rates on certain projects.
- Impact: help shape AI technologies built for cybersecurity.
Additional Notes
- Payment is made via PayPal.
- DataAnnotation will never ask for any money from you.
- This job is only available to applicants in the US, Canada, UK, Ireland, Australia, and New Zealand.
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