Retail Trade Specialist - Freelance AI Trainer Project

Project Overview

We are sourcing independent Retail Trade Specialists to provide their expertise for an AI benchmark evaluation project. As AI models increasingly generate professional-grade retail strategies, merchandising plans, and omnichannel workflows, their accuracy relies entirely on robust, expert-crafted training data. The objective of this project is to autonomously produce high-quality evaluation tasks, strong prompts, and clear, well-structured rubrics that generate clean, reliable data for model training.

Project Deliverables & Scope

Operate autonomously to design complex evaluation frameworks and provide structured training data. Expected deliverables include:

• Task & Prompt Creation: Generating realistic, high-quality prompts that compel the AI model to produce complex, professional-grade deliverables specific to retail trade, visual merchandising, e-commerce, and store operations.


• Rubric Development: Writing clear, well-structured evaluation rubrics with criteria that are highly specific, non-ambiguous, and easy to score.


• Benchmark Evaluation Data Generation: Producing clean, reliable training data that directly aids in the evaluation and refinement of AI models handling complex retail and consumer-facing tasks.


• Quality Assurance & Fact-Checking: Ensuring all generated tasks and scoring criteria reflect strict, real-world retail market standards, consumer trends, and operational realities.

Required Expertise

To successfully fulfill the deliverables of this project, Contractors must possess deep industry knowledge to craft realistic professional scenarios.

Core skillset includes:

• Demonstrable professional expertise within the retail trade, merchandising, store management, or e-commerce sectors, with a deep understanding of industry standards, retail terminology, and inventory management.


• Strong writing and prompt generation skills, with the ability to design highly realistic, complex retail task scenarios for AI evaluation.


• Proficiency in rubric generation, specifically the ability to create objective, non-ambiguous scoring criteria that leave no room for subjective interpretation.


• A meticulous, detail-oriented approach to fact-checking merchandising plans, pricing strategies, consumer data, and retail operations to generate reliable data for system benchmarking.

We offer a pay range of $10-to-$30 per hour, with the exact rate determined after evaluating your experience, expertise, and geographic location. Final offer amounts may vary from the pay range listed above. As a contractor you’ll supply a secure computer and high‑speed internet; company‑sponsored benefits such as health insurance and PTO do not apply.

Engagement Type: Freelance / Independent Contractor

Workplace Type: Remote