The New York Leader
On this episode of The New York Leader, Michael Andrews, founder and CEO of Michael Andrews Bespoke, shares a candid story of risk, reinvention, and building something enduring in one of the most competitive cities in the world. Before launching his company, Michael followed a path that looked secure on paper—engineering degree, consulting, a JD/MBA, and a career in corporate law. But security wasn’t the same as purpose. What followed was not an overnight success story, but years of late nights, financial strain, and hard lessons. In the early days, he worked full-time while funding a business that was losing money on every sale. Instead of walking away, he leaned into the steep learning curve, refined his systems, and built a company rooted in craftsmanship, accountability, and long-term relationships. Today, after more than two decades in business, Michael offers a deeply practical perspective on leadership shaped by pressure. He speaks openly about hiring for hospitality over credentials, leading through an 80% revenue drop during COVID, navigating tariffs that threatened his supply chain, and investing in technology and AI to protect precision at scale. This conversation isn’t about suits. It’s about standards. It’s about leading with conviction in New York City, protecting your culture when it’s tested, and building a business designed to last—not just survive. For founders, CEOs, and leaders navigating uncertainty, this episode offers grounded insight and hard-earned wisdom that lingers long after the conversation ends. Chapters: 00:00 Introduction to Leadership Conversations 00:59 Michael Andrews: A Non-Linear Journey to Entrepreneurship 03:05 The Challenges of Leading a Custom Menswear Business 05:55 Recruiting from Hospitality: A Unique Strategy 08:56 Building a Lasting Company Culture 11:01 Navigating the Impact of COVID-19 12:51 Understanding Custom: Beyond Just Suits 13:54 Evolving Product Offerings in a Changing Market 15:54 Dressing Celebrities: A Peek Behind the Curtain 17:55 The Influence of Iconic Designers 20:10 Leveraging Technology in a Traditional Craft 22:07 The Future of AI in Custom Tailoring 22:50 Adapting to Tariffs and Manufacturing Challenges 25:09 Innovative Approaches to Wedding Attire 27:03 Protecting Core Values Amidst Growth 28:59 Creating an Exceptional In-Store Experience 32:07 Expanding Women's Offerings in Custom Tailoring 34:01 Leading in the Unique Landscape of New York City If you enjoyed this episode, make sure to subscribe to The New York Leader so you never miss a conversation with top founders, CEOs, and innovators shaping New York City and beyond. Connect with George Janson! Website: https://www.honestinsights.com/about-george-janson/ [https://www.honestinsights.com/about-george-janson/] Instagram: https://www.instagram.com/gpj816 [https://www.instagram.com/gpj816] Facebook: https://www.facebook.com/george.janson.9/ [https://www.facebook.com/george.janson.9/] LinkedIn: https://www.linkedin.com/in/georgejanson/ [https://www.linkedin.com/in/georgejanson/] 🎯 Take Action & Connect with Michael Andrews Inspired by Michael’s journey? Whether you’re a founder, CEO, or leader navigating uncertainty, take a moment to reflect on your own standards, culture, and long-term vision. Connect with Michael Andrews: Website: https://www.michaelandrews.com/ [https://www.michaelandrews.com/?srsltid=AfmBOorCYh9e4jSIgPc5frw5SJIcaydg6sHpnnBwYVND_frRHPFZRWP4] Instagram: https://www.instagram.com/michaelandrewsbespoke/ [https://www.instagram.com/michaelandrewsbespoke/?hl=en] LinkedIn: https://www.linkedin.com/in/michaelandrews3/ [https://www.linkedin.com/in/michaelandrews3/] 💡 Action Tip: Think about one area in your business or leadership where you can lean into craft, accountability, or long-term thinking this week. Then, share your insights on social using #NYLeaderPodcast to join the conversation.
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