Anya Cheng is the Founder & CEO of Taelor, an AI-powered men's clothing rental and styling subscription service that raised $5M+ and ranked #1 in U.S. menswear rentals by GQ. A Taiwanese-American first-generation immigrant who spent 15+ years at Target, McDonald's, eBay, and Meta (where she helped launch Facebook Shopping), she pivoted to entrepreneurship to solve a problem she saw everywhere: busy professional men who needed to look sharp but hated shopping. Taelor combines AI trend forecasting with human stylists to deliver curated wardrobes to subscribers, tackling fashion's 30% waste problem along the way. Cheng also teaches at Northwestern's Medill School and mentors at 500 Startups.
Ajay Prakash is the Co-Founder and CEO of Rinse, a tech-enabled clothing care company that has raised over $70 million and operates pickup-and-delivery laundry services across major U.S. cities. A Stanford GSB MBA alum (Class of 2010), he returned to his alma mater as a Lecturer in Management, teaching Startup Garage: Design — an intensive course where student teams build and test real-world business concepts. Before Rinse, Prakash worked at Bain & Company, Berkshire Partners, and briefly interned with Bonobos (where he became an early angel investor). He holds a BA in Economics with High Honors from Dartmouth College and has been featured on NPR's 'How I Built This' with Guy Raz.