EP10: Lucy Yeomans, Fashion Tech Entrepreneur, Founder and Co-CEO of Drest

08/05/2025 51 min
EP10: Lucy Yeomans, Fashion Tech Entrepreneur, Founder and Co-CEO of Drest

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Episode Synopsis

To kick off the second season of The Midlife Entrepreneur Podcast, host Jo welcomes Lucy Yeomans, founder and co-CEO of Drest, the innovative fashion styling app that’s transforming the way we interact with luxury fashion through gaming and technology.They discuss her remarkable career and the innovative fashion styling app that's merging luxury fashion with gamification. From her transformative role as the editor-in-chief at Harper's Bazaar and Net-a-Porter to launching Drest in 2019, Lucy has continually reinvented herself and stayed ahead of industry shifts. Lucy shares the lightbulb moments that led to the creation of Drest, the challenges of navigating the tech and gaming worlds, and the importance of personal well-being in entrepreneurial success. The episode also delves into Lucy's approach to building a supportive team, leveraging the fusion of real and virtual experiences, and the ultimate goal of making luxury fashion accessible to everyone. 00:00 Welcome to the Midlife Entrepreneur Podcast00:14 Introducing Lucy Yeomans and Drest00:27 Lucy's Career Journey and Vision00:42 The Birth of Drest00:54 Challenges and Collaborations01:01 The Evolution of Drest01:33 In-Depth with Lucy Yeomans01:38 What is Drest?02:34 The Lightbulb Moments02:46 The Gaming Inspiration03:14 From Harper's Bazaar to Net-a-Porter03:39 The Changing Media Landscape04:09 The Rise of Gaming07:52 The Drest Audience10:24 Building Drest from Scratch10:39 The Reluctant Entrepreneur11:58 The Importance of the Right Team17:16 The Real Virtual Real Concept21:18 Creating Immersive Experiences23:08 Personal Challenges and Growth26:41 Finding Energy and Balance28:39 The Energy Required to Run a Business28:56 Gaming and Fashion: Breaking Stereotypes29:46 The Importance of Physical Activity31:10 Balancing Work and Personal Life32:16 Goals and Milestones for the Business33:59 Three Investments Worth Every Penny36:37 Two Things I Wish I Had Done Differently42:26 The Value of Experience and Relationships46:29 One Person to Thank50:58 Conclusion and Final ThoughtsLucy's 3,2,1s:3 things you've invested in that have been worth every penny:1. Good People, it's essential. 2. Time for myself, and investing in my wellbeing. 3. My child's education, it makes me so happy to know that she's somewhere that's looking after her when I have to work away (they have flexi boarding) and where she's really happy. 2 things you wish you could have done differently1. More due diligence in the tech and gaming space beforehand. It slowed us down. 2. I wish I'd trusted my instinct more. 1 Person you'd like to thank:My investor, Graham Edwards, for his excitement and belief in the vision. Support the showEdited and produced by Jo Glynn-Smith 2025. Recorded at Eight Works Podcast Studios, 1 Dysart Street, London, EC2A 2BXFor bookings: [email protected] Jo Glynn-Smith is an entrepreneur, professional coach, writer, and speaker from London, she is an expert in career transformation and change. Instagram @jojoglynnsmithContact: [email protected] CREDIT Easy Money by REX BANNER licensed by Artlist.ioPHOTOGRAPHY by JONATHAN GLYNN-SMITH www.jonathanglynnsmith.com

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