Remote Military Writing AI Training Specialist

OpenTrain AI; Northern (KY); Hybrid; USD 55,000 - 83,000; Full time

Benefits offered by this job

Remote work

Part-time schedule 20+ hours per week

English-language work

Contractor opportunity

Job summary

OpenTrain is seeking a Military Writing and Reporting AI Training Specialist to transform practical military and federal documentation expertise into realistic training examples, evaluation criteria, and detailed model feedback. You will work with authentic reporting structures, terminology, and procedural expectations to improve AI-generated government communication.

This is a U.S.-based contractor opportunity classified as entry level in the project information, with at least three years of

Qualifications

• At least three years of experience producing military or federal documentation in a DoD environment.
• Experience producing military or federal reports, status reports, executive summaries, memoranda, or comparable documents.
• Ability to create, grade, and review military or federal documents and spreadsheets.
• Ability to develop grading rubrics and evaluate AI-generated reports against federal and military writing standards.

Responsibilities

• Create realistic military and federal status reports, summaries, and executive updates from prompts and supplied artifacts.
• Develop reference responses that demonstrate effective, compliant, standards-aligned reporting.
• Draft grading rubrics and evaluation guidelines based on military and federal writing practices.
• Review AI-generated reports and provide detailed written and verbal feedback.
• Explain stylistic differences and reporting approaches across WARs, SITREPs, AARs, executive summaries, and related documents.
• Produce decision briefs, memoranda, action officer updates, and other materials when needed.
• Collaborate with subject matter experts to preserve reporting diversity and terminology.

Skills

Military writing

Federal reporting

DoD experience

Technical writing

Job description

OpenTrain is seeking a Military Writing and Reporting AI Training Specialist to transform practical military and federal documentation expertise into realistic training examples, evaluation criteria, and detailed model feedback. You will work with authentic reporting structures, terminology, and procedural expectations to improve AI-generated government communication.

This is a U.S.-based contractor opportunity classified as entry level in the project information, with at least three years of