The Freedom Founders Podcast
The Freedom Founders Podcast
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Break Free From the Hamster Wheel By Redefining Leadership, Coaching and Legacy – Dr. Jerry Gray: Ep #540

Break Free From the Hamster Wheel By Redefining Leadership, Coaching and Legacy – Dr. Jerry Gray: Ep #540

6/24/2025 7:12:46 AM   |   Comments: 0   |   Views: 14
Podcast Episode #540Break Free From the Hamster Wheel By Redefining Leadership, Coaching and Legacy – Dr. Jerry Gray

Episode #540: Dentist Freedom Blueprint Podcast

Break Free From the Hamster Wheel By Redefining Leadership, Coaching and Legacy – Dr. Jerry Gray

What happens when a successful endodontist redefines success—not by the size of his practice or his net worth, but by the depth of his relationships and the culture he creates? Today, Dr. Jerry (Gerald) Gray joins Dr. David Phelps to share his journey from burnout to transformation, and how coaching, family wake-up calls, and a renewed vision for leadership helped Jerry pivot from a transactional, high-performance mindset to a transformational purpose-driven life—one centered on values, trust, and impact.

Listen in as we explore the power of mentorship, the significance of creating a legacy rooted in character rather than capital, and how Jerry’s upcoming transition—welcoming his son into the practice—marks the next chapter in his story of growth. Whether you’re early in your career or contemplating your next reinvention, this episode is a must for learning more about humility, leadership, and building a life that outlives your profession.

  • Minute Markers:


    01:43 – Intro to the conversation with Dr. Jerry Gray.

    04:33 – Jerry’s journey to endodontics, education, and wanting more for his life.

    06:54 – How his daughter prompted him to change his trajectory and get a personal coach.

    09:29 – Leadership training and growing from transactional to transformational with your team.

    10:54 – The power of letting your staff go to their highest potential.

    13:00 – The importance of your team being on board with changes and fitting the culture.

    15:18 – What’s next for Jerry: his son joining the practice, and their discussions on culture.

    16:11 – Benefits of coaching and knowing that there’s help out there for dentists.

    18:01 – The power of the vulnerability and camaraderie that Jerry has experienced at Freedom Founders.

    19:41 – Legacy and how the Freedom Founders community has changed Jerry’s perspective on what it means.

    21:39 – Advice Jerry would give to young professionals.

    24:40 – David’s final thoughts on long-term transformation.


    Featured on the Show:


  • The Catalyst for exponential success (The Free For Life Masterclass)

    Request the Path to Freedom Newsletter

    Request Your Discovery Call

    P.S. Whenever you’re ready, here are some other ways I can help fast track you to your Freedom goal (you’re closer than you think) :

    In this episode, we finish up the second part of my interview with Rob Swanson and his eight rules of investing. (If you haven’t listened to part 1, be sure to go back and give that a listen before jumping into this one.) Today, we pick up where we left off, covering rules four through eight and talking about everything from decision-making to cash flow and risk reduction.

    Listen in as Rob shares his incredible insight and experience in real estate and investing to give us a few rules that help make our decisions and investments more solid. You will hear about the importance of looking at margins before buying and what boxes need to be checked when it comes to predicting a solid income stream. Rob also discusses how to define and mitigate the different risks involved so that you can come out on top.

    Alastair MacDonald is a private advisor to established entrepreneurs, investors, and business owners, as well as a TEDx speaker who lectures on economic, social, and financial forecasts. Join me today to hear part two of our conversation at the Freedom Founders Mastermind, where we dive into the concept of certainty, how to hedge against a volatile economy, and why the abdication model is no longer one that works.

    Listen in to learn the reasons why Alastair is not worried about consumer price inflation (and what he’s really worried about instead) and why the 401(k) is not always the investment that it is made out to be. You’ll learn why he is most concerned about the issue of division and polarity in the Western world, why your business is your best asset in a volatile economy, and how you can maintain its viability to weather the most intense economic storm.

    1. Get Your Free Retirement Scorecard:

    Benchmark your retirement and wealth-building against hundreds of other practice professionals, and get personalized feedback on your biggest opportunities and leverage points. Go to www.FreedomFounders.com/Scorecard to take the 3 minute assessment and get your scorecard.

    2. Attend A Workshop:

    If you’re committed to Freedom, but still building a practice, paying down school debt, or growing investment capital, our hands-on Freedom Blueprint Workshops are your entrance ramp onto the fast track! Visit www.freedomfounders.com/workshop to claim your seat!

    3. Apply To Visit The Mastermind:

    If you’d like to join dozens of dentists, docs, and practice professionals on the fast track to Freedom (5-7 years max), visit www.freedomfounders.com/step-1 to apply for a seat.

    4. Want to Work Directly with Me?

    If you’d like to work directly with me and a small group of my closest investment colleagues, with direct access to the dealmakers and asset classes that I invest in, just send a message to my Executive Assistant (Lindsey@FreedomFounders.com), and put “Fast Access” in the subject line. Or, call (972) 203-6960 Ext 144 and leave a brief voicemail for Lindsey. Let her know you’re interested in the Fast Access program – we’ll set up a time with you to talk, find out about your goals, and see if there is a fit.

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