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The DeWinter Difference

The DeWinter Difference

By: Derek DeWinter
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DeWinter Group's Founding Partner & President, Derek DeWinter sits down with industry-leading guests to offer listeners authentic insight into leadership, career development, and business strategy.2025 Career Success Economics Management Management & Leadership
Episodes
  • From Founding to Future: Celebrating 25 Years with DeWinter's Co-Founders
    Sep 25 2025

    Join our co-founders, Derek DeWinter and Mike Tomasello, for a special conversation as they look back on our 25-year journey. They'll take you back to how they met in 2000 and share stories about the early days—the struggles, the fun moments, and how they guided the company through major challenges to celebrate some big wins. Hear how a small startup grew into a thriving enterprise with a strong consulting practice, the pivotal decisions they made along the way, and their exciting plans for the future. It's a candid talk about friendship, staying true to your values, and the drive to always be the best.

    00:00 Introduction and Overview
    00:37 The Early Days: How It All Began
    01:22 Starting Our Own Business
    01:59 Building the Foundation: Values and Culture
    03:45 Memorable Moments and Challenges
    08:18 Growth and Milestones
    11:14 Reflecting on Risks and Setbacks
    20:05 Current State and Future Vision
    24:51 Acknowledgements and Conclusion

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    29 mins
  • The Role of Male Allyship: A Conversation with Brad Johnson, PhD and David Smith, PhD
    Feb 17 2025

    In this insightful episode of the DeWinter Difference, Derek chats with Brad Johnson, PhD and David Smith, PhD about the role of male allyship in the workplace. Brad, a Professor of Psychology in the Department of Leadership, Ethics and Law at the U.S. Naval Academy, and a Faculty Associate in the Graduate School of Education at Johns Hopkins University, and David, a sociologist and Associate Professor in the Carey Business School at Johns Hopkins University, delve into their collaborative work to promote gender equity at work.

    In their conversation, Brad and David discuss their books, Athena Rising: How and Why Men Should Mentor Women and Good Guys: How Men Can Become Better Allies for Women in the Workplace, and share how their experiences in the military have influenced and inspired their work. They also highlight their ongoing efforts to change workplace systems to advance gender equity. Don't miss this crucial conversation on leadership, mentorship, and advocacy.

    Chapters:

    00:00 Introduction to the DeWinter Difference Podcast

    00:23 Meet Brad Johnson and David Smith

    01:22 The Journey of Male Allyship

    03:51 Challenges and Personal Motivations

    04:38 Current Focus and Future Plans

    06:09 Practical Advice for Male Allyship

    10:55 Navigating Pushback and Cultural Shifts

    19:09 Impact of Military Background

    26:04 Final Thoughts and Contact Information

    Learn more about Dave and Brad's ongoing work, books, and news at www.workplaceallies.com

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    30 mins
  • The DeWinter Difference with Jay Lamm, Founder and Chief Perpetrator at 24 Hours of Lemons
    Nov 19 2024

    In this episode of the DeWinter Difference, host Derek DeWinter sits down with John (Jay) Lamm, the creator of 24 Hours of Lemons, a unique motorsport event where participants race cars worth no more than $500.

    They discuss the origins of 24 Hours of Lemons, the complexities of running such an event, and the unexpected business success it has become. Jay shares anecdotes about notable participants like Neil Peart and the challenges of maintaining a non-competitive atmosphere.

    They also explore the intricate IT systems required and potential future expansions of the brand. Join Derek and Jay for an insightful and entertaining conversation about combining fun and motorsport in an unorthodox way.

    Chapters:

    00:00 Introduction to the DeWinter Difference

    00:26 Meet Jay Lamm: Chief Perpetrator of 24 Hours of Lemons

    00:50 The Birth of 24 Hours of Lemons

    03:34 Challenges and Complexities of Running 24 Hours of Lemons

    06:46 The Philosophy Behind 24 Hours of Lemons

    13:16 Famous Participants and Personal Reflections

    16:01 Future Plans and Business Insights

    20:43 Fun and Personal Anecdotes

    25:52 Conclusion and Final Thoughts

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    27 mins
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