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Invest Like a Billionaire

Latest episodes

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Jul 1, 2025 • 32min

Deals We Didn't Do: The Rise of Pref Equity and when to Run like Hell

Discover how investment leaders decide which deals to pursue and which to pass on. Learn about the critical red flags in private credit deals and the challenges of navigating high-interest rates. The discussion sheds light on the discrepancies between optimistic rent growth projections and harsh market realities. Explore the shifting dynamics of cap rates and potential opportunities in prime markets, along with the unique challenges in multifamily real estate. This insightful dialogue emphasizes the need for thorough analysis and cautious strategies.
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Jun 24, 2025 • 29min

Creating a passive portfolio from the air with pilot Tait Duryea

Tait Duryea, a commercial pilot and founder of Turbine Capital, combines his passions for aviation and financial freedom. He discusses how to evaluate investment opportunities and manage risk like a skilled pilot. Listeners learn the unique financial challenges pilots face and why diversifying income streams is vital. Duryea also shares early real estate experiences, from navigating syndications to facing unexpected project setbacks. He underscores the importance of networking and learning from experts to achieve ultimate financial independence.
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Jun 17, 2025 • 22min

Making alt investing a family affair with Darrell Gargala

Darrell Gargala, a retired Air Force veteran turned real estate investor, shares his inspiring journey to building a seven-figure portfolio. He discusses how he keeps his projects dynamic and the crucial role of involving his children in wealth creation. Darrell emphasizes the importance of family collaboration in real estate, explains strategies for leveraging equity, and highlights their goal of achieving a $20 million net worth through a family LLC. He aims to instill financial literacy in the next generation while fostering a passion for investing.
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Jun 10, 2025 • 32min

Lessons from 25 years of investing success with David Shaw

David Shaw has 25 years of massively successful investing and entrepreneurship behind him – but he wishes he started even earlier. From a decade of W2 slogging, he ditched the pay cheque in favour of big swings, and it worked in his favour. In this episode, he tells Ben why he opts for A-class properties, the value of time in compounding wealth, and the entrepreneur’s secret weapon: scalability.Check out David’s podcast https://burnyourboatswealth.com/ Find out more about the podcast at https://www.thebillionairepodcast.com/ and PREORDER the Invest Like a Billionaire book at www.thebillionairebook.org/ And check out Ben & Bob’s company and invest along at https://aspenfunds.us/
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Jun 3, 2025 • 13min

Headlines: Should I dump or double down on Oil & Gas?

The podcast dives into the current state of the oil and gas market, discussing whether to hold or invest more amid recent price declines. Insights into the critical supply-demand balance reveal the declining investment in new production and its future implications. Historical contexts of price fluctuations suggest a case for long-term investment strategies, while volatility management techniques are shared for successful investing. The episode also encourages listener engagement on these pressing investment topics.
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9 snips
May 27, 2025 • 33min

How HNW Family Offices’ are Investing in Alts with Kendall Laughlin

Kendall Laughlin, director at Arc Financial, specializes in guiding family offices of high-net-worth individuals. He discusses the evolution and significance of family offices in wealth management. Key topics include strategies for navigating wealth transitions, aligning family values with financial goals, and the role of alternative assets in achieving financial freedom. Laughlin also shares insights on preparing for the economic landscape in 2025, including the impact of tariffs and the importance of proactive planning amidst uncertainty.
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May 20, 2025 • 17min

Headlines: Will tariffs lead to a recession?

In our first Headlines episode, Bob Fraser joins Ben to talk about the big question on many Aspen investors' minds: are we heading towards a recession? With tariff news and trade war threats dominating the news cycle, it’s easy to get worried, so Bob and Ben are taking a look at what the data says and its impact for investors. Find out more at www.thebillionairepodcast.com/⁠ and preorder the Invest Like a Billionaire book ⁠⁠www.thebillionairebook.org/⁠Check out Ben & Bob’s company and invest along at aspenfunds.us/⁠
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May 13, 2025 • 30min

When the exit doesn’t go as planned with Curt Stevenson

Curt Stevenson has had a hugely successful career in tech consulting and entrepreneurship, and has lived through the big ups and some big downs. Curt’s ready to settle into an early retirement, so he shares with Ben how he’s building a portfolio that will offer him stable, reliable income for decades to come. Find out more at https://www.thebillionairepodcast.com/And check out Ben & Bob’s company and invest along at https://aspenfunds.us/
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May 6, 2025 • 25min

The Real Estate Professional Life Hack with Jordan Linscombe

Jordan Linscombe is a bold entrepreneur and a careful investor. He and his wife Mindi have built up their bridal shop – Something New Boutique – over the past 18 years into something amazing. So much so, that Jordan has taken his own path as a real estate professional to manage their assets. Check out Jordan’s business https://www.somethingnewboutique.com/ and his podcast https://podcasts.apple.com/us/podcast/the-something-new-show/id1673140441 Find out more at https://www.thebillionairepodcast.com/And check out Ben & Bob’s company and invest along at https://aspenfunds.us/
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Apr 29, 2025 • 28min

How small buys turned into 7 figures in passive income with Wes Hill

Wes Hill has been in the real estate game since he was young. And he didn’t start with a trust fund or a legacy  – he built his 7-figure passive income portfolio through small steps, sacrifices and smart moves over many decades. Learn how Wes is thinking about real estate investing today after a career in the industry, and how you can build out your portfolio starting today.Find out more at https://www.thebillionairepodcast.com/And check out Ben & Bob’s company and invest along at https://aspenfunds.us/

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