Military Documentation Expert | $80/hr Remote

Crossing Hurdles; United States; Remote; USD 55,000 - 110,000; Full time

Job summary

Crossing Hurdles is seeking a Military Documentation Expert for a remote contract role. You will develop prompts, artifacts, and graded outputs to support DoD staff writing tasks and ensure alignment with federal standards.

You will produce authentic report artifacts like WARs and SITREPs, and contribute to testing materials evaluating AI capabilities in summarizing tasks. Strong writing, analytical, and communication skills are essential for success.

Qualifications

• Former federal contributor for the U.S. Department of Defense.
• Experience producing WARs, SITREPs, and executive summaries.
• Background in one of the six branches of the U.S. military.
• Excellent written and verbal communication.
• Strong analytical skills.

Responsibilities

• Develop and provide well-structured prompts, input artifacts, and golden responses for DoD staff writing tasks.
• Create grading guidelines to evaluate AI-generated outputs, ensuring alignment with DoD standards.
• Produce authentic report artifacts reflecting real-world DoD documentation style and language.
• Contribute to the design and review of test materials evaluating AI capabilities in summarizing tasks.
• Engage in feedback cycles to refine prompts, responses, and grading rubrics based on project needs.
• Leverage communication experience to simulate reporting formats familiar to federal organizations.

Skills

Strong analytical skills

Excellent written and verbal comm

Tools

PowerPoint

Excel

Job description

Position: Military Documentation Expert | $80/hr Remote

Type: Contract

Compensation: $40 - $80/hour

Location: Remote

Commitment: 10-40 hrs/week

Role Responsibilities

• Develop and provide well-structured prompts, input artifacts, and golden responses for DoD staff writing tasks.
• Create grading guidelines to evaluate AI-generated outputs, ensuring alignment with DoD standards.
• Produce authentic report artifacts reflecting real-world DoD documentation style and language.
• Contribute to the design and review of test materials evaluating AI capabilities in summarizing tasks.
• Engage in feedback cycles to refine prompts, responses, and grading rubrics based on project needs.
• Leverage communication experience to simulate reporting formats familiar to federal organizations.

Requirements

• Have strong relevant experience as a former federal contributor for the U.S. Department of Defense.
• Experience producing key reporting artifacts such as WARs, SITREPs, and executive summaries.
• Background in one of the six branches of the U.S. military with diverse experience across roles.
• Demonstrated excellence in written and verbal communication with attention to detail.
• Familiarity with back-office tools and processes, including PowerPoint and Excel documentation.
• Strong analytical skills for evaluating and providing feedback on AI-generated writing outputs.