

Invest Like a Billionaire
Aspen Funds
The insider’s guide to alternative investing. Each week, join Aspen Funds’ Bob and Ben Fraser to hear the latest insights from the world of alternative investing. We’ll give you an inside look at the portfolios of everyday millionaires who are making real returns and passive income through alternative investments in real estate, private equity, hedge funds, and more. And we’ll keep you up-to-date with market news, macroeconomics and investable megatrends so you can invest with confidence.
Find out more at https://www.thebillionairepodcast.com/ or join us at https://aspenfunds.us/
Find out more at https://www.thebillionairepodcast.com/ or join us at https://aspenfunds.us/
Episodes
Mentioned books

6 snips
Jul 29, 2025 • 23min
How to build a Passive Alternative Portfolio: The Wealth Pyramid
Ellis Hammond, Vice President of Capital at Aspen Funds, joins Ben Fraser to discuss strategic investing using the wealth pyramid. They emphasize avoiding impulsive decisions and the value of a structured approach to building a passive alternative portfolio. The conversation delves into learning from investment challenges, particularly in volatile markets, and highlights the importance of balancing risk and growth. Listeners will gain insights into creating a solid foundation of lower-risk investments while navigating complexities of post-exit strategies.

8 snips
Jul 22, 2025 • 27min
He 20x'd his net worth in 4 years
Bronson Hill, a full-time passive investor and author of 'Fire Yourself' and 'Rich Brain,' shares his inspiring journey from a corporate job to wealth-building. He dives into the concept of achieving both time and financial freedom through multifamily investments, highlighting the struggles faced by high-income earners. Bronson also discusses the value of gold as a stable investment, his experiences with market volatility in a failing Bitcoin mining fund, and the critical mindset shifts necessary for wealth creation.

Jul 15, 2025 • 27min
Financial Advisor turned Passive Investing Pioneer with Jim Pfeifer
Jim Pfeifer, a former financial advisor and the founder of Left Field Investors, transformed his career by diving into passive real estate investing. He discusses why traditional financial advisors often shy away from real estate. Jim shares insights on navigating syndication challenges, particularly in a fluctuating market, and emphasizes the importance of community for support and education. He also highlights the significance of balancing real estate with liquid investments and strategies for risk reduction through diversification.

Jul 8, 2025 • 26min
The Hard-Won Lessons Behind Aspen Funds with Jim Maffuccio
Jim Maffuccio, a co-founder of Aspen Funds, has been through some seriously challenging cycles. On the podcast, he and Ben get into how he rebuilt after two catastrophic wipeouts – and what he’s learned so it won’t happen again. He shares his CSI-like strategies for vetting sponsors today, and how he decides which deals go forward, and which he’s now turning down.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/

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.

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.

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.

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/

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.

18 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.


