Application Security (AppSec) Engineer - AI Trainer

DataAnnotation is seeking an experienced Application Security (AppSec) Engineer to join as an AI Trainer on a remote contract. In this role, you will assess AI-generated security content, craft security-focused challenges for AI training, and provide feedback that helps shape the next generation of cybersecurity-focused AI models. The position offers flexible scheduling and hourly compensation.

Responsibilities

• Assess AI-generated cybersecurity outputs, including threat analyses, vulnerability assessments, and offensive security techniques, for real-world accuracy and applicability.
• Design and solve security-focused technical problems used to train AI systems.
• Produce clear technical explanations and security-relevant code.
• Provide feedback that directly informs the evolution 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 and comfort navigating and patching a codebase.
• Fluency in English 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

• Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
• Flexible schedule: select projects and hours, using your own computer from home.
• Competitive pay: $50 to $100 USD per hour, with potential higher bonus rates on certain projects.
• Impact: contribute to shaping the future of AI technologies built for cybersecurity.

Note

• Payment is made via PayPal. We will never ask for money from you.
• This job is available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.