Posted Jul 12, 2026

AI Documentation Evaluator

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Overview Handshake is seeking experienced Technical Writers and documentation professionals to support AI research through flexible, hourly contract work. This is not a traditional full-time technical writing, documentation, or content development role. Instead, you'll apply your real-world experience creating, editing, and refining technical documentation to evaluate AI-generated content and provide feedback that helps AI produce clearer, more accurate, and user-friendly technical writing. Your expertise will help improve AI's understanding of technical accuracy, documentation structure, clarity, consistency, voice, tone, and adherence to professional writing standards. This is an ongoing, project-based opportunity that can be done alongside your primary employment. Details • This project involves using your professional experience and hands-on knowledge of the tools you use in your daily work to create expert-level training data and evaluate AI-generated responses for accuracy and relevance. No prior AI experience required. • Fully remote with a flexible, asynchronous schedule and no minimum hour requirement; most contributors work approximately 5–20 hours per week when participating in an active project. • Placement depends on current project needs, with opportunities to be considered for future projects as they become available. Qualifications • 2+ years of experience as a technical writer, product marketer, or in a related writing or editorial role • Proven experience creating original technical content, editing drafts, and refining voice and tone for diverse audiences • Exceptional written communication skills with strong attention to detail • Ability to work independently while following detailed written guidelines • Demonstrated professionalism, sound judgment, and a commitment to handling sensitive or proprietary information with discretion • No prior AI or technical background required