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[Remote] Retail Operations AI Training Specialist — Task Creation & Model Evaluation (Contract)

Remote · Canada Full-time

Note: The job is a remote job and is open to candidates in USA. Rise Data Labs hires a Retail Operations AI Training Specialist to create realistic retail benchmark tasks and rubrics using professional experience. The role also evaluates AI-generated deliverables and participates in calibration sessions to align scoring standards.

Responsibilities

  • Create realistic task scenarios based on your professional experience - e.g., writing an operations report, reviewing a merchandising plan, drafting client- or customer-facing communication, or handling a specialized professional task
  • Write clear rubrics for what a correct, professional-quality deliverable looks like
  • Grade AI-generated deliverables (often PDFs, Word documents, or short reports) against your rubric
  • Join calibration sessions with other evaluators to align scoring standards across the benchmark

Skills

  • Prior hands-on experience in retail operations, store or district management, merchandising, or a licensed retail specialty (e.g., pharmacy)
  • Comfort writing and reviewing operational or client-facing documents
  • Prior experience with AI model training, evaluation, or benchmark development is a plus

Benefits

  • A supportive, flexible working environment
  • Opportunities for professional development in the AI field
  • The chance to work on innovative projects that directly shape the future of AI in retail work

Company Overview

  • Rise Data Labs is a of provider of AI data labeling services enabling high-quality model training and evaluation. It was founded in 2025, and is headquartered in New York, New York, USA, with a workforce of 2-10 employees. Its website is https://risedatalabs.com.
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