Ep. 36 | Upscale Socks | Leonard Underwood | The Journey of Building Two Successful Businesses

Join us on this episode of the Realistic CEO Podcast as we hear from Lenny, the founder of Underwood Photography and Upscale Socks. Learn how Lenny pursued his dreams despite being told to get a 'real job,' transitioning his passion for photography into a full-time business and later launching a successful sock line inspired by a vivid dream. Lenny shares insights on the importance of networking, the challenges of balancing work and life, and the significance of stepping out of your comfort zone to grow personally and professionally. Don't miss this inspiring conversation filled with practical advice for aspiring entrepreneurs! 00:00 Introduction: Defying Expectations 00:23 Welcome to the Realistic CEO Podcast 00:40 Lenny's Journey: From Hobby to Business 03:01 Overcoming Doubts and Challenges 05:39 The Importance of Networking 08:08 The Birth of Upscale Socks 15:37 Balancing Multiple Ventures 22:55 Advice for Aspiring Entrepreneurs 28:26 Balancing Work and Personal Life 30:12 Fun Facts and Conclusion