Responsibilities
• Guide research and engineering teams to close knowledge gaps in retail merchandising, category management, and operations reasoning
• Design challenging, domain-relevant retail tasks and write accurate, well-reasoned solutions
• Evaluate AI model outputs against structured rubrics and provide written feedback on correctness, judgment, and reasoning quality
• Develop and refine evaluation guidelines and scoring rubrics specific to retail tasks
• Collaborate with other subject matter experts to ensure consistency and accuracy in training data

Requirements
• 8+ years of professional experience in retail at a top-tier organization such as Amazon, Walmart, Target, Nike, Costco, or Home Depot
• Prior hands-on experience evaluating LLM or AI model outputs against rubrics or structured scoring criteria is mandatory
• Demonstrable career progression in retail such as Category Manager → Senior Manager → Director of Merchandising
• Ability to engage reliably for at least 35 hours per week during weekdays
• Strong verbal and written communication, problem-solving and interpersonal skills

How to Apply
Click "Apply" to be taken to the Cincinnatus LLC application. This is a W-2 contingent role with the opportunity to be placed at a leading AI lab.