WillPower Podcast

Will T Holdren
  • 5.0 (38)
  • Entrepreneurship
  • Updated Weekly

Introducing the WillPower podcast, hosted by a young author and accredited businessman, Will Holdren. Each week, he sits down with some of the top entrepreneurs in the industry to discuss their journey to success, the challenges they faced, and the insights they've gained along the way. From startups to Fortune 500 companies, Will delves into the stories of entrepreneurs who have made a significant impact in their field. Join him as he explores the mindset, strategies, and experiences of the most successful business leaders of our time.

  1. 3d ago

    Ep. 257: Becoming the Bank: Scott Carson on Buying Mortgage Notes Instead of Property

    What if you could skip the property altogether and buy the debt instead? In this episode, we sit down with Scott Carson — known throughout the industry as "The Note Guy" — to unpack the world of mortgage note investing. Scott has spent years teaching investors how to buy distressed and performing notes directly from banks, effectively stepping into the bank's shoes. Instead of managing tenants, toilets, and turnover, note investors earn income when a borrower pays — or create profit by restructuring the loan when they don't. We dig into how note investing actually works, the difference between performing and non-performing notes, how to source deals directly from lenders, and why Scott believes this is one of the most misunderstood asset classes in real estate. Whether you're a seasoned operator looking to diversify or a newer investor curious about creative paths into the space, this conversation opens up a side of real estate most people never think to explore. Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  2. Jul 6

    Ep. 256: From Nuclear Submarines to Financial Freedom: Gary Pinkerton's Wealth Playbook

    What do commanding a nuclear submarine and building lasting wealth have in common? More than you'd think. In this episode, Rick and I sit down with Gary Pinkerton — a Navy veteran who spent over 30 years as a nuclear submarine officer, including commanding the USS TUCSON, before pivoting into a second career as a Wealth Strategist. Gary opens up about the wake-up call that changed his financial trajectory: losing half his wealth during the 2010 recession. That experience sent him down a path of studying financial strategy in depth, eventually leading him to The Perpetual Wealth Strategy — an approach he now uses to help entrepreneurs, business owners, and real estate investors build certainty and confidence into their financial decisions. We talk about what it's like transitioning from a highly structured military career to entrepreneurship, why so many capable people hesitate to make bold financial moves, and how Gary helps clients get past the fear of "insufficient capital" to actually take action. Whether you're a real estate investor looking to leverage your portfolio, a business owner trying to protect what you've built, or just someone who wants to make smarter financial moves, Gary's perspective — equal parts disciplined submarine officer and empathetic advisor — is one you'll want to hear. Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  3. Jun 29

    Ep. 255: Terms, Not Banks: How Chris Prefontaine Built a Real Estate Empire Without Traditional Financing

    What if you could buy and sell real estate without ever walking into a bank? Chris Prefontaine, Chairman and Founder of Smart Real Estate Coach® and 4x best-selling author, has built an entire movement around exactly that. A 3-time Inc. 5000 honoree and former Forbes Business Council Member, Chris has guided his community to hundreds of successful creative finance transactions across North America — and he's breaking it all down on today's episode. We dig into subject-to deals, lease options, owner financing, and why the "terms business" might be the most underrated edge in real estate right now. If you've been waiting on rates to drop before making your next move, this episode will change how you think about the game. Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  4. Jun 8

    Ep. 254: From CTO to Founder: How Kevin Dias Is Revolutionizing EMR for Pediatric Therapy Clinics

    What happens when a technology leader who's helped scale a therapy organization from 70 to 180 clinicians decides to build the tool he always wished existed? You get Ambiki — and you get Kevin Dias. Kevin is the founder of Ambiki, an EMR and practice management platform built specifically for pediatric speech, occupational, and physical therapy practices. Before launching Ambiki, Kevin served as CTO at Sidekick Therapy Partners, where he played a pivotal role in growing the organization from 70 to 180 clinicians in just three years. He knows firsthand what it takes to scale a therapy business — the operational chaos, the tech gaps, and the very real cost of using tools that were never designed with pediatric clinicians in mind. In this episode, co-host Rick Segal joins the conversation as Kevin pulls back the curtain on why he built Ambiki from the ground up, what makes pediatric therapy practices uniquely complex to run, and how the right technology can free clinicians to focus on what matters most — their patients. We also get into what it's like to build a U.S.-focused healthcare startup while living in Japan, the lessons he carries from his days as a CTO, and his vision for where pediatric therapy technology is headed. Whether you're a clinic owner, a therapist, or just someone fascinated by the intersection of healthcare and technology — this episode is packed with insight. Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  5. Jun 8

    Ep: 253: Beyond the Boardroom: Billy Keels on Coaching Ambitious Leaders to Think Bigger and Live Freer

    What does it take for a high-achieving executive to step off the traditional path, relocate to Spain, and build a life of true freedom — without sacrificing success? Billy Keels has done exactly that, and he's made it his mission to help other ambitious C-Level leaders do the same. Billy is a national bestselling author, the host of the top 1% globally ranked podcast Going Long, and an executive-level coach who works with driven leaders ready to grow beyond the boardroom. With a background in corporate leadership and real estate investing, Billy brings a rare combination of real-world experience and strategic clarity to every conversation. In this episode, we dig into what it really means to lead at the highest level — not just professionally, but in life. Billy shares how he helps C-Suite executives break through the invisible ceilings they've unknowingly built, why so many high performers are quietly unfulfilled, and the mindset shifts that change everything. Plus, we talk real estate, building wealth with intention, and what life looks like when you design it from the outside in — from sunny Spain. If you're ambitious, driven, and ready for more, this one's for you. Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  6. May 31

    Ep. 252: From Corporate VP to Franchise Freedom: How Jon Ostenson Helps Others Build Wealth Through Business Ownership

    Jon Ostenson has seen both sides of the business world — 15 years climbing the corporate ladder, including a VP of Sales role at Carter's overseeing $350M in revenue, and then a full pivot into franchising. Now, as Founder of FranBridge Consulting and a top 1% franchise consultant in the US, Jon spends 90% of his time helping everyday people discover the freedom and wealth that come with owning the right business. In this episode, we dig into how to evaluate franchise opportunities, what most people get wrong before buying in, and why non-food franchises might be your best-kept secret. Download his book 'Non-Food Franchising' here: https://franbridgeconsulting.com/#contact Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  7. May 23

    Ep. 251: 2,500 Units, Ultra Marathons & No Excuses: Jason Yarusi on Building an Unstoppable Life

    What do running ultramarathons and scaling a $283 million real estate portfolio have in common? Everything — if you're Jason Yarusi. This week, host Rick Segal joins the show as we sit down with the founder of Yarusi Holdings, a man who has built and exited a construction company, restaurants, a brewery, and now over 2,500 apartment units since 2017. Jason doesn't just talk about discipline and resilience — he lives it daily. We dig into his journey from hands-on builder to private fund manager, what it really takes to scale multifamily at this level, and why the mindset that gets you through mile 50 of an ultramarathon is the same one that closes deals. WLPWR Podcast Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

  8. May 23

    Ep. 250: From Cockpits to Capital: How Ken Gee Built a $2 Billion Real Estate Empire

    Ken Gee — Founder and Managing Member of KRI Partners — traces a remarkable career journey that took him from running Cessna flight schools in Northeast Ohio to closing over $2 billion in real estate transactions. With stops at a regional bank, Deloitte's M&A practice, and the front lines of multifamily investing, Ken breaks down what 26+ years in the trenches has taught him about capital, risk, and building lasting wealth through real estate. WLPWR Podcast Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

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About

Introducing the WillPower podcast, hosted by a young author and accredited businessman, Will Holdren. Each week, he sits down with some of the top entrepreneurs in the industry to discuss their journey to success, the challenges they faced, and the insights they've gained along the way. From startups to Fortune 500 companies, Will delves into the stories of entrepreneurs who have made a significant impact in their field. Join him as he explores the mindset, strategies, and experiences of the most successful business leaders of our time.

Information

  • Creator
    Will T Holdren
  • Years Active
    2019 - 2026
  • Episodes
    257
  • Rating
    Explicit
  • Copyright
    © Will T Holdren
  • Show Website
    WillPower Podcast