Information Security Analyst - AI Trainer

DataAnnotation offers a fully remote, contract role with flexible scheduling and a meaningful opportunity to influence the future of AI security. You will help train AI security models by evaluating AI-generated content, solving security challenges, and providing feedback to shape next generation systems. This position supports remote work and accommodates diverse schedules while aligning with regional eligibility.

Location: St. Louis, MO (remote).

Job type: Contract

Benefits

• Fully remote: work from anywhere in the United States, Canada, United Kingdom, Ireland, Australia, and New Zealand.
• Flexible schedule: select projects and set your hours from your own computer, at home.
• Competitive pay: hourly rates range from $50 to $100, with opportunities for higher bonus rates on certain projects.
• Impact: help shape AI technologies built for cybersecurity and influence how these systems respond to real world threats.

Responsibilities

• Assess AI-generated cybersecurity content, including threat analyses, vulnerability assessments, and offensive security material, for real world accuracy and validity.
• Design and solve security oriented technical problems used to train AI systems.
• Produce clear technical explanations and security relevant code.
• Provide actionable feedback that informs the next generation 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 is required; comfort navigating and patching a codebase is essential.
• Fluency in English with strong writing skills.
• Bachelor's degree preferred.
• Cybersecurity certifications are a plus (for example OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note

Payment is made via PayPal. We will never ask for money from you. This role is available to candidates in the United States, Canada, United Kingdom, Ireland, Australia, and New Zealand.