Best Aviation Equity Podcasts (2025)

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#126 - Early Real Estate Mistakes and Lessons Learned 33:11

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14m ago33:11

33:11

What separates pilots who want to invest from those who actually succeed? In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the b…

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The Cost of Silence: DEI Rollbacks, Safety, and the Future of Aviation with Dr. Kimberly Perkins 31:02

6h ago31:02

31:02

In this episode, host Shaesta Waiz speaks with Dr. Kimberly Perkins—787 airline pilot, research scientist at the University of Washington, and fellow of the Royal Aeronautical Society—about the rollback of diversity, equity, and inclusion in aviation and why it matters for safety, innovation, and the next generation. Kimberly shares how DEI was oft…

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PNC Executive Cressman Bronson shares how he turned one chance into a 30-year career 41:24

1d ago41:24

41:24

Ep. 240: University of Toledo Baseball shaped his belief in showing up with pride—even when the scoreboard says otherwise. He shares how a blunt rejection from a scout and a cold-call to a bank exec changed his career path. “You are going to be great at something,” a baseball scout informed him. “Just not baseball.” OUCH! Our BONUS RESOURCE for thi…

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Introducing: Pitching Progress 1:34

6d ago1:34

1:34

From turning food waste into energy, to sustainable steel and low-emission aviation fuel: Pitching Progress brings you the stories of leaders working to decarbonize the industries that power our world. On this show from Boston Consulting Group (BCG), the founders and CEOs of some of the world’s top green companies take part in an in-depth pitch ses…

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How to Legally Avoid Inheritance Tax in Ireland 30:10

5d ago30:10

30:10

Navigating Ireland's Most Unfair Tax: 9 Strategies to Minimise Inheritance and Gift Tax In this episode of the Ask About Wealth podcast, we delve into the complexities of Ireland's inheritance and gift tax, detailing its history, current rates, and thresholds. We explain why this tax is considered unfair and higher than ever, largely due to thresho…

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Purpose-Driven Leadership: Lynda Coffman on DEI, Workforce, and the Future of Aviation 40:50

12d ago40:50

40:50

In this episode, host Shaesta Waiz speaks with Lynda Coffman—CEO of Women in Aviation International, former United Airlines executive, and Northwestern adjunct professor— about sustaining a qualified aviation workforce while navigating the rollback of diversity, equity, and inclusion. Lynda shares her journey from being the first female engineer in…

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The Ultimate Roadmap for High Income Earners 25:21

17d ago25:21

25:21

In this episode, we explore the essential steps for high earners in Ireland to transform their income into lasting wealth. This comprehensive guide is aimed at helping you achieve the best financial outcome for your unique circumstances, with practical insight and strategies tailored for high earners. 🇮🇪 Ask About Wealth helps high-earners in Irela…

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The Senior: How Mike Flynt turned Regret to Redemption — Now a Major Motion Picture 52:54

6d ago52:54

52:54

Ep. 239: At 59, Mike became the oldest contributing member of a college football team in NCAA history—returning to his alma mater nearly four decades after being kicked off the team. He returned to finish what he started. But this isn’t just a comeback story—it’s about redemption, resilience, and the courage to face regret head-on. 🎁ENTER TO WIN SI…

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#125 - Oil & Gas Investing for High-Income Pilots with Mark Fleming 52:18

22d ago52:18

52:18

Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital’s oil & gas advisor, to break it down. From the basics of how drilling works to the tax advantages that can offset W2 income, you’ll learn the realities of this often-m…

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#124 - $44 Trillion and the Future of Retirement Investing with Mat Sorensen 50:52

29d ago50:52

50:52

Tait Duryea and Ryan Gibson welcome Mat Sorensen, CEO of Directed IRA, for a powerful discussion on how pilots and high-income professionals can unlock private investment opportunities through retirement accounts. From self-directed IRAs to Solo Ks, Mat explains the mechanics of rolling over old 401(k)s, navigating recent regulatory changes, and ta…

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How to Start an Irish Property Portfolio 21:05

25d ago21:05

21:05

Are you interested in securing a mortgage for an investment property with a premium broker? Ask About Wealth has partnered with several of Ireland's top brokers. If you'd like to be introduced to one, you can submit a request here: https://xep6a7it4qk.typeform.com/to/M04SxRkt In this episode, we explore how property investment has historically been…

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PGIM Quantitative Solutions CEO Linda Gibson: Why EQ is your most valuable edge in the age of AI 39:18

20d ago39:18

39:18

Ep. 238 Field hockey taught Linda to pause and ask "Why do you love the game?" That question has helped her transform both sports teams and billion-dollar organizations. Linda’s team manages $111 billion in assets and are part of the 1.4 trillion dollar investment arm of Prudential Financial. She began her career as a lawyer, but her love for math …

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#123 - Market Cycles, Debt, and Real Estate Opportunities with Hunter Thompson 49:22

21d ago49:22

49:22

Is now the right time to buy real estate or to hold cash? In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today’s real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about fin…

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“Don’t Wait for the Invitation” — Aircraft Mechanic & Advocate Samantha T. Mitchell on Owning Your Path in Aviation 32:18

1M ago32:18

32:18

In this episode, host Shaesta Waiz speaks with Samantha T. Mitchell—licensed A&P mechanic, author, and founder of Black Women in Aviation—about building a career where women are still drastically underrepresented, especially in maintenance. Samantha recounts finding aviation through a college brochure, nearly losing a dream role over citizenship st…

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#122 - How Pilots Use Whole Life Insurance to Fund Investments with Rod Zabriskie 49:50

28d ago49:50

49:50

What if your life insurance could help you invest without selling a single asset? Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be used as a wealth-building tool. They break down the differences between term and whole life, how cash value grows, and why this strategy avoids risks …

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The 3 Tax Savings Your Accountant Didn't Tell You About 23:53

1M ago23:53

23:53

Are you about to overpay your taxes… again? Every year, Irish taxpayers leave €400 million in unclaimed reliefs behind them. And no, it’s not because they’re lazy. It’s because their accountants aren’t telling them about the biggest legal tax breaks available. Not because accountants are bad people, but because their job is to look backwards and fi…

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A Business Case for DEI in Aviation with Jennifer Pickerel 39:23

1M ago39:23

39:23

In this episode, host Shaesta Waiz speaks with Jennifer Pickerel—President of Aviation Personnel International and a veteran executive search consultant—about the rollback of diversity, equity, and inclusion (DEI) efforts in aviation and its real-world impacts. Drawing on over two decades of experience in recruitment, leadership development, and or…

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Bose CEO Lila Snyder says risk-taking is a muscle— use it or lose it 39:41

2M ago39:41

39:41

Ep. 237: From the sidelines of Miami Football’s National Championship game to leading one of the world’s most iconic brands, the first female CEO of Bose shares stories of how weekly discomfort built her confidence! Our BONUS RESOURCE for this episode includes Don’s favorite quotes from today’s episode and a reflection question so you can apply tod…

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#121 - Short-Term Rentals, Long-Term Wealth with Pilot Couple Brad Hilton and Aubrey Carlson 54:12

2M ago54:12

54:12

What if your first home turned into your first big win? Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real estate business. From renovating a dated beach house to designing destination-worthy cabins in Julian, CA, Brad and Aubrey break down how they scaled a sh…

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If the Space Won’t Hold You, Move: Leadership and Well-Being with Captain Reyné O'Shaughnessy 26:16

2M ago26:16

26:16

In this candid conversation, host Shaesta Waiz speaks with Captain Reyné O'Shaughnessy—veteran FedEx pilot, human-performance specialist, and author of This Is Your Captain Speaking: What You Should Know About Your Pilot’s Mental Health. Together they unpack the realities of high-stakes aviation work for women: chronic stress that accumulates unnot…

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Using Capital Allowances to Pay Less Tax 43:55

2M ago43:55

43:55

Most property investors in Ireland are leaving thousands of euros on the table. In this episode of Ask About Wealth, Paul sits down with Philip O’Connor, Managing Director of CA Partners, a specialist in capital allowances for property investors and businesses. Philip reveals how Irish taxpayers, individuals, landlords, and business owners are miss…

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#120 - How to Evaluate Markets, Properties, and Risks in Real Estate with Derrick Harris 1:00:00

2M ago1:00:00

1:00:00

What separates a solid real estate deal from a costly mistake? In this episode, hosts Tait Duryea and Ryan Gibson welcome Derrick Harris, SVP at Spartan Investment Group, to walk us through the real-world process of evaluating markets, properties, and operational risks. With a portfolio that spans millions of square feet, Derrick shares what works,…

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Why Ignoring DEI Is Aviation’s Biggest Safety Risk with Kathryn Creedy 34:09

2M ago34:09

34:09

In this episode, host Shaesta Waiz speaks with Kathryn Creedy—veteran aviation journalist and advocate for workforce equity—about the rollback of diversity, equity, and inclusion (DEI) in aviation and its consequences. Creedy draws on decades of reporting and personal experience to challenge misconceptions about DEI, highlight the business case for…

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Lincoln Equities Group CEO Lance Bergstein says: Keep your eyes up! 37:44

2M ago37:44

37:44

Ep. 236: Tennis & racing cars shaped Lance’s belief that decisiveness is a leader’s most powerful tool. As a nationally ranked tennis player, he learned to make high-stakes decisions alone. That same mindset now fuels his success as a CEO and professional race car driver—where speed, risk, and preparation define every outcome. Don't miss: • His “ey…

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Should You Pay Off Your Mortgage Early or Invest The Money? 16:33

2M ago16:33

16:33

Should You Repay Your Mortgage Early? The Pros & Cons Explained. In this episode, we delve into the question of whether you should repay your mortgage early. With recent statistics showing substantial mortgage debt in Ireland, we examine the pros and cons of early repayment versus investing the money. Utilising real-life examples and detailed calcu…

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#119 - LLCs, Trusts, and Bulletproof Asset Protection with Adam Kintigh 53:43

2M ago53:43

53:43

What if your rental property is a lawsuit away from costing you everything? Tait Duryea connects with asset protection expert Adam Kintigh of Nevada Corporate Headquarters to break down what every investor should know about shielding wealth. From piercing the corporate veil to choosing between LLCs and real estate privacy trusts, this episode cover…

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#118 - The Big Beautiful Tax Bill with Nathan Sosa 48:38

2M ago48:38

48:38

Get ready to demystify the 2025 Tax Bill. Hosts Tait Duryea and Ryan Gibson sit down with Nathan Sosa, tax strategist at Hall CPA, to uncover what this sweeping legislation really means for pilots and high-income earners. From the return of 100% bonus depreciation to new deductions for auto loans and overtime, Nathan breaks down exactly who benefit…

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Denny’s CEO Kelli Valade found her birth parents at 47— now she leads with vulnerability 48:44

2M ago48:44

48:44

Ep. 235: Softball shaped Kelli's belief that great leadership is about setting others up to win. In this heartfelt episode, she shares how her time as a scrappy leadoff hitter inspired a team-first mindset—and how embracing her adoption story became the key to building trust and loyalty as a leader. Don't miss: Her simple 1–10 check-in that helps l…

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How to F.I.R.E - Financial Independence Retire Early 17:48

3M ago17:48

17:48

In this episode of Ask About Wealth, Paul tackles one of the most misunderstood yet life-changing ideas in finance: the FIRE movement, Financial Independence, Retire Early. With just 3% of Irish people believing they can retire by 55, Paul explores why the majority are stuck in the rat race and how you can break free. Learn how to calculate your fi…

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What Mervat Sultan Teaches Us About Building Equity and Opportunity for Women in Middle-East Aviation 36:56

3M ago36:56

36:56

In this episode, host Shaesta Waiz speaks with Mervat Sultan—founder of Ramjet Aviation Services and President of the Women in Aviation Middle East Chapter—about how intentional leadership, structured mentorship, and policy support have transformed a handful of members into a 1,000-strong network and the largest women-in-aviation conference in the …

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#117 - How to Evaluate and Join Real Estate Syndications 43:12

2M ago43:12

43:12

Ever wonder what happens when you invest in a syndication? In this episode, hosts Tait Duryea and Ryan Gibson break down how real estate syndications work, from deal sourcing and underwriting to legal docs, fees, and investor returns. Learn how passive investors get access to large-scale deals, what to look for in a sponsor, and what happens after …

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Flexjet CEO Mike Silvestro was teammates with Pro Football Hall of Famer Joe Montana— now he’s revolutionizing private aviation 41:01

3M ago41:01

41:01

Ep. 234: Notre Dame Football and having “Rudy” as a coach shaped the way Mike views “grit” and “grind” today! In this episode, you will learn how to turn personal wins into shared victories. “If you have a great day, make it a point to share that feeling with your entire organization,” he shares. “That way everyone can enjoy it and feel proud.” Our…

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#116 - Medical Checkride: Medical Myths, Truths, and Tips with Dan Monlux 55:19

3M ago55:19

55:19

What could cost you your flying career? Not being prepared for your medical. Hosts Tait Duryea and Ryan Gibson welcome back Dan Monlux of Wingman Med to discuss how pilots can protect their FAA medical certificates. Dan breaks down what happens during a medical exam, the importance of primary care, and why early detection matters. This is a must-li…

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Succession Planning - Inheritance Tax, Trusts & Wills 38:55

3M ago38:55

38:55

In this episode of Ask About Wealth, Paul sits down with Andrea McNamara, Director, Private Client Law at EY Ireland, to dissect the real-life pitfalls of inheritance planning in Ireland. From outdated wills to misunderstood tax implications. When and how wills can be legally challenged Common clauses that sound good but can cause major problems la…

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What the First Latina U.S. Air Force Pilot, Olga Custodio, Teaches Us About Building a Stronger Industry 34:17

3M ago34:17

34:17

In this powerful conversation, host Shaesta Waiz speaks with Retired Lt. Col. Olga E. Custodio, the first Latina to fly for the United States Air Force and later, the first Latina commercial airline captain in the U.S. Olga shares the deeply personal and professional journey behind her groundbreaking aviation career—one that began after starting a …

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#115 - Inside Self-Storage: A Hidden Powerhouse for Investors 50:47

3M ago50:47

50:47

Get ready to uncover the secrets of one of commercial real estate’s most resilient and misunderstood asset classes: self-storage. In this in-depth episode, Tait Duryea and Ryan Gibson explore why self-storage continues to outperform in uncertain times, how millennials are transforming storage use, and what makes it such a powerful wealth vehicle fo…

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Lessons From Budapest: The Truth About Financial Advice 17:22

3M ago17:22

17:22

Using a cautionary tale from the Celtic Tiger days and hard-earned experience, Paul exposes how biased information leads to poor decisions, and why impartial guidance is rarer (and more valuable) than most people realise. Key Takeaways: The costly Budapest property story every investor should hear How to tell if your financial advice is truly indep…

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Capt. Lynn Rippelmeyer on Flying the 747, Mentorship, and Moving the Industry Forward 30:14

3M ago30:14

30:14

In this wide-ranging conversation, Capt. Lynn Rippelmeyer—first woman to fly the Boeing 747—joins host Shaesta Waiz to dismantle the myth that equity and excellence are mutually exclusive. Rippelmeyer traces her unlikely climb from TWA flight attendant to 747 captain during an era when women “weren’t just under-represented—they were reminded they d…

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eXp World Holdings, Inc. CEO Glenn Sanford says: Opportunities are rarely missed, they are just given to someone else 36:02

3M ago36:02

36:02

Ep. 233: This CEO’s high school was so tiny that it didn’t have a track team, so he started a squad from scratch, built up the roster and even coached them, all while running a swift 4:25 mile along the way. That mindset—identifying a challenge and pursuing a solution—never left him. Years after starring on the team, Sanford saw an opening in the r…

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#114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda 59:50

4M ago59:50

59:50

In this episode, hosts Tait Duryea and Ryan Gibson sit down with attorney Amanda Wynalda from Anderson Advisors to unpack everything pilots and high-income earners need to know about trusts, wills, and asset protection. From revocable vs. irrevocable trusts to layering LLCs and avoiding the due-on-sale clause, this episode is a blueprint for protec…

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Jessica Ruttenber Exposes How DEI Rollbacks Threaten Aviation 26:58

3M ago26:58

26:58

Military veteran and advocate Jessica Ruttenber—retired Air Force officer, founder of Level Up Aviation joins host Shaesta Waiz to explain why dismantling diversity, equity & inclusion programs threatens aviation safety, talent pipelines, and hard‑won policy gains such as the removal of a height restriction that once barred 44 % of U.S. women from …

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#113 - The Fed, The Treasury, and Your Portfolio with Dr. Peter Linneman 53:42

4M ago53:42

53:42

In this episode, hosts Tait Duryea and Ryan Gibson talk with chief economist Dr. Peter Linneman to demystify interest rates, the national deficit, and how it all affects pilots, real estate investors, and entrepreneurs. Discover why U.S. debt may not be the threat it’s made out to be, how capital flows drive values, and what most people get wrong a…

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Sharon Preszler: 1st Woman in Combat talks Fighter Jets, DEI, & Women's Future in Military Aviation 38:06

4M ago38:06

38:06

This is Aviate with Shaesta, and we’re opening Season 7 with a force of clarity, grit, and hard-earned wisdom. Sharon Preszler—trailblazer, retired Air Force fighter pilot, and advocate—joins us for a rare and brutally honest conversation on gender, performance, and the cost of systemic resistance in aviation today. As the first woman to become com…

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CEO of EF World Journeys USA Heidi Durflinger on How to Stop Treating Customers Like Transactions 45:03

4M ago45:03

45:03

Ep. 232: Training for her ultramarathon in Spain helped Heidi break big goals into small, achievable steps. Her approach offers a compelling blueprint for building trust, inspiring teams, and elevating the customer experience. Rooted in small-town Kansas values and shaped by global experience, you will learn in this conversation how to stop treatin…

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#112 - The Tax Strategies Every Pilot Should Know in 2025 with Thomas Castelli 47:15

4M ago47:15

47:15

In this episode, Tait Duryea and Ryan Gibson welcome CPA Thomas Castelli of Hall CPA to break down the latest tax developments affecting high-income earners. From the potential return of 100% bonus depreciation to how the real estate professional status works in practice, Tom shares key strategies to help you keep more of what you earn. Whether you…

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Tax-Efficient Pension Strategies for High Earners 47:09

4M ago47:09

47:09

In this episode, Paul sits down once again with Aidan McLoughlin, Group Managing Director of ITC, to discuss how pensions can be used far beyond traditional retirement saving, as powerful tools for long-term wealth accumulation, tax sheltering, property investment, and legacy planning. They also dig into Malta-based retirement structures, why more …

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#111 - Five Investing Strategies for High-Earning Pilots 44:56

4M ago44:56

44:56

Get ready to fast-track your financial freedom. In this power-packed solo episode, Tait Duryea and Ryan Gibson share the top strategies from over 110 episodes of Passive Income Pilots. From unlocking hidden cash in your 401(k) and home equity to leveraging life insurance and short-term rentals for major tax breaks, they distill years of pilot-speci…

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The New Science of Momentum: How the Best Coaches and Leaders Build a Fire from a Single Spark - Featuring Gen. Bernard Banks 38:17

4M ago38:17

38:17

Ep. 231: How does a moment become momentum? You will learn the model to capture, accelerate, and reverse momentum as featured in my new book with Gen. Bernard Banks. From commanding in Desert Storm to teaching at West Point and Rice University to transforming organizations, Bernie’s perspective is battle-tested, data-backed, and built to help leade…

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How Private Equity Investing Really Works 1:00:32

4M ago1:00:32

1:00:32

In this episode, Paul talks with private equity expert Kevin MacSweeny about how entrepreneurs can release equity, unlock value, and scale their businesses. Without losing control. Key takeaways: Why equity release can help founders de-risk and still double or triple their business The difference between working in the business vs. on the business,…

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Acrisure President John Tuttle encourages you to be a student of excellence 48:03

4M ago48:03

48:03

Ep. 230: From college football to the floor of the New York Stock Exchange, John Tuttle has always thrived in competitive arenas. Now as President of Acrisure, he leads 19,000 employees in one of the fastest-growing fintech companies on the planet. Our BONUS RESOURCE for this episode includes Don’s favorite quotes from today’s episode and a reflect…