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Handshake

AI Documentation Evaluator

Remote (Remote, US)Remote (region-locked)Individual contributorvia jobspy_indeed
technical writingcontent editingwritingcommunicationdocumentationai evaluationeditorialvoice and tone

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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

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