Podcast Episodes

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 lear…

Published on 2 months ago

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

How does Aspen decide what deals to jump for, and which to turn away? In this new series, Deals We Didn’t Do, the leadership team is bringing you behind the scenes on how we make those calls. 

In this…

Published on 2 months, 1 week ago

Creating a passive portfolio from the air with pilot Tait Duryea

Tait Duryea has always loved two things: flying planes and building financial freedom. He’s built a life that combines these two elements, and he’s helping other commercial pilots achieve the same su…

Published on 2 months, 2 weeks ago

Making alt investing a family affair with Darrell Gargala

Darrell Gargala started investing in real estate as a way to stay busy after retiring from the Air Force. But it’s become a passion, and he’s even bringing his kids into the fold. In this episode, he…

Published on 2 months, 3 weeks ago

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…

Published on 2 months, 4 weeks ago

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

The oil & gas price has softened, but does that mean you should dump your investments, or double down? Bob and Ben Fraser discuss the headlines and the concerns they are hearing from their investors.…

Published on 3 months ago

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

Kendall Laughlin is an investor himself, but his real passion is helping family offices set goals and reach them. He serves as a director for 10 family offices, ranging from 20-55 Million, and he sha…

Published on 3 months, 1 week ago

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 dominati…

Published on 3 months, 2 weeks ago

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…

Published on 3 months, 3 weeks ago

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…

Published on 4 months ago