CybersecurityJobs.io
← Back to all jobs
DataAnnotation

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation
Montana Remote $50 - $100/hr Contract Posted 1h ago
Ai Training Cybersecurity Tools Information Security InfoSec Offensive Security Penetration Testing Red Team Security Testing
Apply Now

Job Description

DataAnnotation is offering a remote, flexible contract opportunity for a Penetration Tester (Ethical Hacker) - AI Trainer. In this role you will help train AI models by evaluating AI generated cybersecurity content, solving security problems, and delivering feedback that informs how security models evolve. This is a contract position with hourly pay.

Benefits include a fully remote setup from eligible regions, a flexible schedule that lets you choose projects and timing, and competitive pay at $50 to $100 USD per hour. You will have the chance to influence the next generation of AI security tools while working from your own environment.

Benefits

  • Fully remote work from the United States, Canada, United Kingdom, Ireland, Australia, and New Zealand.
  • Flexible schedule to select projects and work on your own terms.
  • Competitive hourly pay between $50 and $100, with potential for higher bonus rates on certain projects.
  • Direct impact on the development of AI security models and cybersecurity tooling.
  • Payment processed via PayPal; we will never ask for money from applicants.
  • Contract role designed for remote collaboration and independent work.

Note: This opportunity is available to candidates located in the US, Canada, UK, Ireland, Australia, or New Zealand.

Responsibilities

  • Evaluate AI generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, for real world accuracy and validity.
  • Design and solve security oriented technical problems used to train AI systems.
  • Write clear technical explanations and security relevant code.
  • Provide feedback that directly shapes 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 related fields, including government or military cyber operations.
  • Some coding experience required; comfortable navigating and patching a codebase.
  • Fluency in English with strong writing skills (native or bilingual level).
  • A bachelor’s degree is preferred.
  • Cybersecurity certifications are a plus (eg OSCP, CRTO, GREM, GCFA, CEH, and similar).

Similar Jobs