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# Annotation Specialist / Data Specialist

- **Company:** Skills, Inc.
- **Location:** Cupertino, CA, United States
- **Experience:** Experienced
- **Salary:** $55,890 - $62,088
- **Contract:** Temporary contract
- **Skills:** Apple IOS, Spreadsheets, Command-Line Interface, Data Files, Productivity Software, DataOps, Scripting
- **Published:** November 11, 2026
- **Apply:** https://diversityjobs.com/career/18891194/Annotation-Specialist-Data-Specialist-California-Cupertino

## About the Role

* Ability to work on-site in Cupertino, CA 3-5 days per week.
 * Proficiency navigating macOS, iOS, and iPadOS, as well as standard productivity applications (spreadsheets, presentations, and email).
 * Comfort organizing, validating, and spot-checking data files (including file renaming, reformatting, and basic spreadsheet logic).
 * Excellent communication and interpersonal skills, with the confidence to ask clarifying questions when instructions are ambiguous.
 * Exceptional organizational skills and a sharp eye for detail.
 * Strong time management abilities, with a proven track record of juggling multiple projects under tight deadlines.
 * A self-motivated work ethic, capable of working independently with minimal supervision in a fast-paced environment.
 * Consistent speed and high-quality output when performing repetitive tasks.
 * An innate ability to quickly learn and navigate new systems, tools, and platforms.

Preferred Qualifications:

 * 3+ years of experience in a professional setting, ideally focused on data collection or user study data operations.
 * Experience configuring annotation tools or customizing data collection platforms.
 * Experience moderating in-person data collection sessions or user research studies.
 * Basic knowledge of running command-line interface (CLI) commands in a terminal and working with Python scripts.

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## Description

As a key contributor to our data operations, you will work hands-on to support data collection, annotation, processing, and quality assurance. This fast-paced role offers the unique opportunity to collaborate closely with Program Managers and QA Leads, moving fluidly between projects as priorities evolve. Your work will directly influence the accuracy and performance of advanced technological systems, making this an exciting space for anyone eager to make a tangible impact in the tech industry.

What You'll Do:

 * Coordinate and facilitate in-person data collection sessions, including participant recruitment, logistics, lab setup, device handling, and session support.
 * Annotate pilot projects by classifying data, drawing bounding boxes, and providing subjective ratings on text, image, and video assets.
 * Identify and flag trends, edge cases, and tool anomalies discovered during the annotation process.
 * Perform rigorous quality assurance reviews on internal and vendor-delivered data against strict guidelines, scoring outputs and providing clear, actionable feedback.
 * Prepare, organize, rename, convert, and validate data assets to ensure accurate, traceable, and high-quality dataset deliveries.
 * Configure, test, and troubleshoot data collection and annotation platforms and devices prior to project launches.