Remote Penetration Tester & AI Security Trainer

DataAnnotation; New Zealand; On-site; NZD 118,000 - 237,000; Part time

Job summary

DataAnnotation is seeking experienced cybersecurity professionals to contribute to advancing AI development from the comfort of your home. This contractor role offers remote work with flexible scheduling and the ability to choose projects.

You will evaluate AI-generated cybersecurity outputs, design security-focused problems for training, and provide feedback that guides how AI systems reason about threats and defenses. English fluency is required.

Qualifications

• 2+ years in cybersecurity roles (pentest, red team, IR, DFIR, etc.).
• Some coding experience and ability to patch codebase.
• Fluent English with strong writing skills.
• Bachelor's degree preferred.
• Cybersecurity certifications are a plus (e.g., OSCP, CEH, GCFA).

Responsibilities

• Evaluate AI-generated cybersecurity content for real-world accuracy.
• Design and solve security-focused problems to train AI systems.
• Write clear security explanations and code.
• Provide feedback shaping AI security models.

Skills

Cybersecurity experience

Coding experience

English writing skills

Education

Bachelor's degree

Job description

DataAnnotation is seeking experienced cybersecurity professionals to contribute to advancing AI development from the comfort of your home. This contractor role offers remote work with flexible scheduling and the ability to choose projects.

You will evaluate AI-generated cybersecurity outputs, design security-focused problems for training, and provide feedback that guides how AI systems reason about threats and defenses. English fluency is required.