Military Writing AI Training Specialist

The Work

You will create, review, and evaluate realistic military and federal communications used to train AI systems. The work focuses on clear, standards-aligned reporting and practical guidance for evaluating government writing.

You will work with supplied artifacts and prompts, then collaborate remotely with other subject matter experts to reflect different reporting styles and branch-specific terminology.

• Create status reports, summaries, executive updates, decision briefs, memoranda, and action officer updates.
• Write reference responses that show effective and compliant military or federal reporting.
• Draft rubrics and guidelines for grading military and federal writing.
• Evaluate AI-generated reports and provide detailed written and verbal feedback.
• Explain differences among Weekly Activity Reports, Situation Reports, After-Action Reviews, and executive summaries.
• Help establish benchmarks for effective government writing.

What It Pays and Takes

This is a remote, part-time contractor role for a contributor based in the United States. The listing is marked entry level, but the role requires at least three years of relevant experience as a U.S. Department of Defense professional.

• Pay: $40-$80 per hour.
• Time: 20 or more hours per week.
• Location: United States only.
• Language: English.
• Experience: At least three years of relevant U.S. Department of Defense professional experience.
• Experience producing recurring or templated military or federal reports.
• Strong written and verbal communication about technical and operational subjects.
• Ability to create, grade, and review documents, presentations, memoranda, and spreadsheets.
• Familiarity with federal documentation standards and compliance best practices.
• Ability to collaborate remotely on procedural reporting and evaluation work.
• Helpful background includes experience across two or more U.S. military branches or multiple DoD functions and organizations.
• Familiarity with senior-leadership reporting, executive updates, and differing military writing conventions is valuable.

How It Works

Apply on OpenTrain with your resume and then complete the application on the hiring site.

About AI Training Work

AI training is the human work behind systems that generate and understand text. Specialists create examples, review model responses, and explain what makes an answer accurate, useful, and compliant, which is why practical subject knowledge matters.