Retail Specialist | $60-$80/hr Remote
Overview
Work remotely with a top-tier AI lab’s generative AI team to help refine the reasoning and judgment of advanced large language models. As a retail subject-matter expert, you’ll apply your deep industry knowledge to design real-world tasks, evaluate model outputs, and shape the data that powers next-generation AI. This W-2 contract role, facilitated by Cincinnatus LLC, places you directly within a leading AI research environment, offering a rare chance to influence foundational AI development while leveraging your retail expertise.
What You'll Do5
- 1Partner with research and engineering teams to fill critical gaps in retail merchandising, category management, and operations reasoning.
- 2Create challenging, retail-specific tasks and craft accurate, well-reasoned solutions that reflect authentic industry practices.
- 3Assess AI model responses against structured scoring rubrics, delivering clear written feedback on accuracy, logic, and domain soundness.
- 4Help design and refine evaluation guidelines and scoring criteria tailored to retail scenarios.
- 5Coordinate with fellow subject-matter experts to maintain consistency and high-quality training data across projects.
Requirements5
- 1At least 8 years of professional retail experience in areas like merchandising, category management, buying/planning, or retail operations, ideally at a major recognized company such as Amazon, Walmart, Target, Nike, Costco, or Home Depot.
- 2Proven hands-on experience evaluating AI/LLM outputs against rubrics or structured scoring criteria — this is mandatory and should be clearly detailed in your application.
- 3Visible career growth in retail, for instance progression from Category Manager to Senior Manager or Director of Merchandising.
- 4Dependable availability for at least 35 hours per week during standard weekday hours.
- 5Strong written and verbal communication, sharp problem-solving abilities, and effective collaboration skills.
Who Should Apply
This role is for an experienced retail leader who isn't just deep in the weeds of merchandising or operations but also fascinated by AI and model evaluation. You're comfortable translating your industry judgment into structured feedback and enjoy the precision of working against rubrics. If you've spent years making buying and category decisions at top-tier companies and now want to directly influence how AI understands the retail world, this is your opportunity.
Salary Insight
The role offers an hourly rate of $60.00–$80.00, depending on experience and qualifications.
Location
Required Skills
Application Tip
Make sure to explicitly showcase your experience evaluating AI or LLM outputs in your résumé and cover letter — include specific examples of rubrics you've used, the types of feedback you provided, and how your retail expertise shaped your evaluation. This is the #1 screening criterion.
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