Irregular Warfare Expert (AI Evaluation)

OpenTrain AI, Inc.; United States; Remote; USD 69,000 - 138,000; Part time

Job summary

OpenTrain AI, Inc. seeks an Irregular Warfare Expert (AI Evaluation) to review model outputs in unclassified irregular warfare and military planning scenarios, using rigorous operational judgment.

You will apply project rubrics, document evidence for your decisions, and explain feedback clearly so the results can improve model behavior and ensure consistent quality across multiple evaluation tasks.

This is flexible, contract work with remote participation and hourly pay.

Qualifications

• Strong knowledge of irregular warfare, special operations, and military planning.
• Experience applying tactical or operational judgment in military environments.
• Excellent written communication and analytical skills.
• Ability to review model outputs against project guidelines and rubrics.

Responsibilities

• Evaluate AI outputs for irregular warfare scenarios.
• Review source materials and model responses against project guidelines.
• Apply rubrics and document evidence-based judgments.
• Explain decisions clearly in written feedback and maintain consistency across tasks.

Skills

Irregular warfare knowledge

Special operations experience

Military planning

Analytical writing

Job description

Irregular Warfare Expert (AI Evaluation)

Review AI outputs in unclassified irregular warfare and military planning scenarios, using your operational judgment to give clear, evidence-based feedback. The role pays $50 to $100 per hour with flexible, project-based work.

Remote Hourly · $50–$100/hr

$50–$100/hr

Compensation

Contract, part-time

Engagement

Remote

Location

Posted

Open in 52 countries

United States

• Algeria
• Argentina
• Austria
• Bahrain
• Bangladesh
• Belgium
• Brazil
• Canada
• Chile
• Colombia
• Denmark
• Egypt
• France
• Germany
• Ghana
• Greece
• India
• Indonesia
• Italy
• Japan
• Jordan
• Kazakhstan
• Kenya
• Kuwait
• Kyrgyzstan
• Lebanon
• Malaysia
• Mexico
• Morocco
• Netherlands
• Nigeria
• Oman
• Pakistan
• Palestine
• Peru
• Philippines
• Portugal
• Qatar
• Saudi Arabia
• Singapore
• South Africa
• Spain
• Sri Lanka
• Switzerland
• Taiwan
• Thailand
• Tunisia
• United Arab Emirates
• United Kingdom
• United States
• Uzbekistan
• Vietnam

The work

You will help evaluate AI systems using unclassified irregular warfare and military planning scenarios. Your reviews will show whether model outputs follow project guidelines and reflect sound operational judgment.

You will apply review rubrics, document evidence for your decisions, and explain your reasoning clearly so the feedback can improve model behavior. You will also maintain consistent quality across repeated evaluation tasks.

• Evaluate model outputs for irregular warfare scenarios.
• Review source materials and model responses against project guidelines.
• Apply project rubrics and document evidence-based judgments.
• Explain decisions clearly in written feedback.
• Maintain consistency and quality across repeated review tasks.

What it pays and takes

This is flexible, project or task-based contract work. Prior AI training experience is not required, but the role requires strong professional knowledge of irregular warfare, special operations, and military planning.

• Pay: $50 to $100 per hour.
• Schedule: Flexible, project or task-based commitment.
• Location: Open to candidates in the listed countries across North America, South America, Europe, Africa, Asia, and the Middle East.
• Language: Professional fluency in English.
• Required: Professional experience in Special Operations Forces, irregular warfare, or special operations planning within military or defense organizations.
• Required: Strong understanding of unconventional warfare, special operations missions, and operational planning.
• Required: Experience applying tactical or operational judgment in military environments.
• Required: Strong analytical, critical-thinking, and written communication skills.
• Helpful: Experience with USSOCOM, US Army Special Forces, Naval Special Warfare, Marine Raiders, Air Force Special Operations, or comparable allied units.
• Helpful: Background in unconventional warfare, counterterrorism, foreign internal defense, or special reconnaissance.
• Helpful: Experience in joint operations, mission planning, intelligence support, or operational risk assessment.
• Helpful: Experience developing operational assessments, military reports, training materials, or doctrine.
• Helpful: Experience in deployed operational environments or multinational military operations.

About AI training work

AI training is the human work behind systems that learn from examples and feedback. Subject-matter experts are paid to review model responses and provide careful judgments that help improve how AI behaves.