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DataAnnotation

Security Engineer - AI Trainer

DataAnnotation
Waukegan, IL Remote $50 - $100/hr Contract Posted 1d ago
Ai Security Evaluation Application Security Cybersecurity Tools Data Security Information Security InfoSec Risk Management Security Security Automation Security Testing
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Job Description

Join DataAnnotation as a Security Engineer - AI Trainer on a fully remote contract role. Work with AI systems that support cybersecurity use cases by reviewing AI-generated security content, creating security-focused technical challenges, and delivering feedback that helps models reason more accurately about real-world threats and defenses.

You will have control over your workflow with a flexible schedule, choosing which projects to take on and when to work using your own computer. Compensation is $50 to $100 USD per hour, with the possibility of higher bonus rates for certain projects.

Responsibilities

  • Review AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, with an emphasis on real-world accuracy and validity.
  • Create and solve security-focused technical problems that are used to train AI systems.
  • Produce clear technical explanations and security-relevant code as part of training content.
  • Provide feedback that directly informs 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 adjacent fields, including government or military cyber operations.
  • Coding experience required, with comfort navigating and patching a codebase.
  • English fluency (native or bilingual) with strong writing skills.
  • Bachelor’s degree preferred.
  • Cybersecurity certifications are a plus, including OSCP, CRTO, GREM, GCFA, CEH, and similar.

Benefits and Contract Details

  • Fully remote: available to work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: select projects and work timing independently from your own computer.
  • Competitive hourly pay: projects paid hourly at $50 to $100 USD, with possible higher bonus rates for certain projects.
  • Impact: help shape AI technologies built for cybersecurity by improving training quality and feedback loops.

Note: Payment is made via PayPal. You will never be asked for money. This role is only available to candidates located in the US, Canada, UK, Ireland, Australia, and New Zealand.

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