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[Remote] Offensive Security Engineer - AI Trainer

Remote · Singapore Full-time

Note: The job is a remote job and is open to candidates in USA. DataAnnotation is a company focused on advancing AI development through the integration of cybersecurity expertise. They are seeking an Offensive Security Engineer to evaluate AI-generated cybersecurity content and provide feedback to improve AI security models.

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-focused 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

Skills

  • 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
  • Some coding experience required; comfort navigating and patching a codebase is key
  • Fluency in English (native or bilingual level) with strong writing skills
  • A bachelor's degree is preferred
  • Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar)

Benefits

  • Bonus rates available on some projects
  • You'll be able to choose which projects you want to work on and when
  • You work on your own schedule, on your own computer, from the comfort of your own home

Company Overview

  • Welcome to DataAnnotation! We pay smart folks to train AI. It was founded in undefined, and is headquartered in New York, New York, USA, with a workforce of 5001-10000 employees. Its website is https://dataannotation.tech.
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