Jennifer Fleiss is an accomplished entrepreneur, investor, and innovator best known as the Co-Founder of Rent the Runway, the company that revolutionized how millions of women experience fashion. What began as a simple idea—to rent designer dresses for special occasions—grew into a multi-billion-dollar brand that redefined access, sustainability, and consumer behavior in retail.
After scaling Rent the Runway into a household name, Jennifer went on to co-found Jetblack, Walmart’s first text-based personal-shopping service, where she served as CEO. There, she bridged e-commerce and convenience, pioneering how conversational commerce could transform the customer experience.
Today, Jennifer is a strategic advisor and investor in high-growth startups across retail, technology, and consumer brands. She speaks worldwide about entrepreneurship, innovation, leadership, and the evolving relationship between brands and customers. Her story—from early-stage founder to corporate innovator—offers powerful lessons in vision, persistence, and building businesses that scale with purpose.
