Kerry Cooper knows how to build a brand. From managing global e-commerce at Walmart to scaling the marketing and operations at ModCloth, Cooper has spent a sizable portion of her career working with brands to grow and adapt to the changing retail landscape. In her latest role as the president and COO of 7-year-old footwear brand Rothy's, Cooper has entered into the Wild West of direct-to-consumer brands. The biggest difference, she said, is the sense of accountability. On this week's episode of The Glossy Podcast, Cooper discusses her transition into the startup world, the benefits of Rothy's owning the entire supply chain, and the evolving relationship between brands and consumers.

Jenny Fleiss has spent most of her recent career building companies that challenge the traditional consumer experience, and remove hurdles she's experienced in her own life. When she co-founded Rent The Runway, the popular service for designer clothing and accessory rentals, Fleiss was in her 20s and looking to solve the age-old problem she and her peers were constantly facing: of a closet full of clothes and nothing to wear. Now, in a new stage of her life as a working mother, Fleiss is taking on the world of conversational commerce and the luxury consumer. In this week's episode of The Glossy Podcast, Hilary Milnes sits down with Jetblack founder and CEO, Jenny Fleiss, to discuss the new age of e-commerce, Jetblack's grassroots marketing approach and the way the company's services pay off for brand partners.