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Closed on August 14, 2026.

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DataAnnotation

Product Security Engineer - AI Trainer

La Crosse, WI Remote $50 - $100/hr Contract Posted 2mo ago
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Job Description

DataAnnotation is seeking a Product Security Engineer - AI Trainer to work remotely on a contract basis. In this role, you will evaluate AI-generated cybersecurity content, craft security-focused training challenges for AI systems, and provide actionable feedback to help shape the next generation of AI security models.

Job Details

  • Location: Wisconsin (remote)
  • Job Type: Contract
  • Salary: USD 50 - 100 per hourly
  • Experience: 2+ years
  • Education: Bachelor's degree preferred

Responsibilities

  • Assess AI-generated cybersecurity content for real-world accuracy, covering threat analysis, vulnerability assessments, and offensive security techniques.
  • Design and solve security-focused technical problems used to train AI systems.
  • Produce clear technical explanations and contribute security-relevant code as part of the training workflow.
  • Provide feedback that directly informs the future development 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 related fields, including government or military cyber operations.
  • Some coding experience and comfort navigating and patching a codebase.
  • Fluency in English with strong writing skills (native or bilingual level).
  • Bachelor's degree preferred.
  • Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Benefits

  • Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: choose projects and hours, using your own computer from home.
  • Competitive pay: projects are paid hourly, up to USD 60 per hour, with potential higher bonus rates on certain projects.
  • Impact: help shape the future of AI technologies built for cybersecurity.

Note: Payment is made via PayPal. We will never ask for money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

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