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

Rise Data Labs

Software Engineering, Operations, Data Science

Remote

Posted on Jul 8, 2026

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About Rise Data Labs Rise Data Labs is a leading AI training and data annotation company that specializes in creating high-quality training data for artificial intelligence systems. We work with top AI companies and research institutions to improve machine learning models through expert human annotation and validation. Our team of domain specialists, subject matter experts, and quality assurance professionals work across various fields including retail operations, merchandising, and store management. We pride ourselves on our attention to detail, domain expertise, and commitment to delivering accurate, high-quality training data.

Job Overview As a Retail Operations AI Training Specialist at Rise Data Labs, you will play a crucial role in training and enhancing AI models specifically tailored for the retail domain. This role centers on benchmark task creation and evaluation: you’ll author realistic, economically valuable retail tasks and rubrics based on your own professional experience, then grade AI-generated deliverables against them.

What You’ll Do

• 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

Preferred Qualifications

• 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

What We Offer At Rise Data Labs, we value our contributors and strive to create a supportive, flexible working environment. We offer opportunities for professional development in the AI field and the chance to work on innovative projects that directly shape the future of AI in retail work.

Apply now

See more open positions at Rise Data Labs

About Rise Data Labs Rise Data Labs is a leading AI training and data annotation company that specializes in creating high-quality training data for artificial intelligence systems. We work with top AI companies and research institutions to improve machine learning models through expert human annotation and validation. Our team of domain specialists, subject matter experts, and quality assurance professionals work across various fields including retail operations, merchandising, and store management. We pride ourselves on our attention to detail, domain expertise, and commitment to delivering accurate, high-quality training data.

Job Overview As a Retail Operations AI Training Specialist at Rise Data Labs, you will play a crucial role in training and enhancing AI models specifically tailored for the retail domain. This role centers on benchmark task creation and evaluation: you’ll author realistic, economically valuable retail tasks and rubrics based on your own professional experience, then grade AI-generated deliverables against them.

What You’ll Do

• 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

Preferred Qualifications

• 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

What We Offer At Rise Data Labs, we value our contributors and strive to create a supportive, flexible working envi…