Jessica Murphy

Jessica Murphy

Jessica Arredondo Murphy is co-founder and chief executive officer of True Fit, the leading AI provider of size and fit technology for fashion retailers. True Fit supports 80 million shoppers across thousands of brands and hundreds of retailers worldwide. A pioneering Latina entrepreneur and consumer data expert, Jessica focuses on how specialized fit intelligence, grounded in real purchase and return outcomes, can make AI shopping experiences more accurate and more trusted at the moment of purchase.

Jessica scaled True Fit’s patented AI fit technology into an award-winning SaaS platform and led the launch of its fit-first AI shopping agent, grounded in nearly 20 years of purchase and return outcomes to help shoppers confidently answer, “Will this fit?” Her work and perspective have been featured in MSNBC, Forbes, ABC, and WWD

Prior to co-founding True Fit, Jessica worked as a buyer in the top division of May Department Stores, later acquired by Macy’s Inc. in 2005, where she held multiple roles in Women’s Sportswear. She is a proud mother of three with an MBA from Babson College’s F.W. Olin Graduate School of Business and a BA in International Relations from Brown University.

Artificial Intelligence (AI), Merchandising

The First Job of a Shopping Agent Isn’t Just Discovery. It’s Preventing Regret

May 20, 2026 at 10:10 am

Retail has no shortage of “artificial intelligence shopping agent” demos that promise to get shoppers to the right product faster. And discovery is still hard. Shoppers still get lost in endless options, retailers still struggle with relevance, and the stakes are high when the product is physical. But in apparel and footwear, the failure that…