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DataAnnotation

Cybersecurity Engineer - AI Trainer

DataAnnotation
Chicago, IL Remote $50 - $100/hr Contract Posted 5m ago
Ai Content Evaluation Ai Security Engineer Information Security InfoSec Security Adversarial Evaluation Security Testing Threat Analysis
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Job Description

The Cybersecurity Engineer - AI Trainer role supports the training of AI models by reviewing AI-generated cybersecurity material and addressing technical security challenges. This contract position is fully remote, with a flexible schedule and paid hourly work following a short assessment.

Key Responsibilities

  • Review and evaluate AI-generated cybersecurity content for real-world accuracy and validity, including threat analysis, vulnerability assessments, and offensive security techniques.
  • Create and solve security-focused technical problems that are used to train AI systems.
  • Produce clear technical explanations along with security-relevant code as part of the training process.
  • Deliver feedback that directly informs the next iteration of AI security models.

Required Qualifications

  • 2+ years of practical experience in a cybersecurity role such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent work, including government or military cyber operations.
  • Coding experience required, with comfort navigating and patching a codebase.
  • English fluency at native or bilingual level, with strong writing skills.
  • Bachelor’s degree preferred.
  • Cybersecurity certifications are a plus, including OSCP, CRTO, GREM, GCFA, CEH, and similar credentials.

Contract Details

  • Job type: Contract
  • Location: Chicago, IL (remote)
  • Compensation: USD 50 to 100 per hour (paid hourly)

Benefits and Working Model

  • Fully remote: opportunity to work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: select projects and determine when you work, using your own computer.
  • Competitive pay: projects are paid hourly at $50 to $100 USD per hour, with potential for higher bonus rates on certain projects.
  • Impact: contribute to improving AI technologies developed for cybersecurity use cases.

Payment and Eligibility Notes

  • Payment is made via PayPal.
  • DataAnnotation will never ask candidates for money.
  • This role is available only to candidates located in the US, Canada, UK, Ireland, Australia, and New Zealand.

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