This position is no longer accepting applications
Closed on August 26, 2026.
This role is filled β get an email when new Information Security roles open on CybersecurityJobs.io:
Penetration Tester (Ethical Hacker) - AI Trainer
Ai Trainer
Ai Training
Artificial Intelligence
Information Security
InfoSec
Offensive Security
Security
Security Testing
View similar jobs
Get alerted when similar jobs are posted — set up a New Information Security jobs on CybersecurityJobs.io alert.
See other roles at DataAnnotation.
Job Description
Remote contract Penetration Tester (Ethical Hacker) based in Nebraska, focusing on evaluating AI-generated cybersecurity content and assisting AI security model training.
Responsibilities
- Assess AI-generated cybersecurity material for real-world validity, covering threat analysis, vulnerability assessments, and offensive security techniques.
- Create and solve security-focused technical problems used to train AI systems.
- Produce clear technical explanations and security-relevant code.
- Deliver feedback that informs the next generation of AI security models.
Requirements
- Minimum 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.
- Coding experience required; ability to navigate and patch a codebase is essential.
- Fluent in English with strong writing skills (native or bilingual level).
- Bachelor's degree preferred.
- Cybersecurity certifications are a plus (for example OSCP, CRTO, GREM, GCFA, CEH, and similar).
Benefits
- Fully remote work from locations including the US, Canada, UK, Ireland, Australia, and New Zealand.
- Flexible schedule allowing project selection and working on your own computer from home.
- Competitive hourly pay ranging from $50 to $100 USD, with potential higher bonus rates on select projects.
- Opportunity to impact the development of AI technologies used in cybersecurity.
Note: Payment is made via PayPal. We will not request money from applicants. This position is available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.
Similar Jobs
Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation
π United States Remote