Cybersecurity AI Evaluation Engineer (Remote, Part-Time)

OpenTrain AI, Inc.; United States; Remote; USD 91,000 - 129,000; Part time

Job summary

OpenTrain AI, Inc. is seeking a Security Engineer to craft cybersecurity prompts and assess AI responses using your security engineering and offensive security expertise.

This remote, part-time role in the United States offers flexibility with 20+ hours per week and pay up to $80 per hour for qualifying project work. You will evaluate AI outputs for security relevance and quality, drawing on practical security engineering judgement.

Qualifications

• Minimum three years of professional experience in security engineering or offensive security.
• Fluency in English.
• Experience with cybersecurity testing, red teaming, malware analysis, threat hunting, or vulnerability research.
• Ability to create cybersecurity prompts and judge AI-generated responses.

Responsibilities

• Create prompts that test cybersecurity knowledge in realistic security scenarios.
• Evaluate AI responses for quality, accuracy, and cybersecurity relevance.
• Use practical judgment from security engineering or offensive security work.
• Work independently in an asynchronous remote environment.

Skills

Security engineering

Offensive security

Prompts writing

AI evaluation

Threat analysis

Tools

Burp Suite

Nmap

Wireshark

Metasploit Framework

BloodHound

Impacket

Nessus

Hashcat

Job description

OpenTrain AI, Inc. is seeking a Security Engineer to craft cybersecurity prompts and assess AI responses using your security engineering and offensive security expertise.

This remote, part-time role in the United States offers flexibility with 20+ hours per week and pay up to $80 per hour for qualifying project work. You will evaluate AI outputs for security relevance and quality, drawing on practical security engineering judgement.