Aspen Funds’ Bob Fraser on Private Investing, Uncorrelated Portfolios, and Today’s Biggest Opportunities

Bob Fraser, Sept 3, 2026

Episode Summary

Groundfloor CEO Brian Dally hosts Bob Fraser, CFO and chief macro strategist of Aspen Funds, discussing Fraser’s path from computer science and dot-com success to being wiped out in the dot-com crash and again in the 2008 crisis, leading him to focus on private markets he could better control.

Listen

Watch

EPISODE 09 PART 01

Aspen Funds’ Bob Fraser on Private Investing, Uncorrelated Portfolios, and Today’s Biggest Opportunities

Bob Fraser, Sept 3, 2026

Groundfloor CEO Brian Dally hosts Bob Fraser, CFO and chief macro strategist of Aspen Funds, discussing Fraser’s path from computer science and dot-com success to being wiped out in the dot-com crash and again in the 2008 crisis, leading him to focus on private markets he could better control. Fraser explains Aspen’s hedge-fund-like macro approach applied to private investments, a retail investor mission centered on education (including a bestselling book and podcast, “Invest Like a Billionaire”), and disciplined underwriting. He outlines how private alternatives can offer an illiquidity discount, niche strategies, and lower portfolio risk through uncorrelated positions, emphasizing operator selection. Fraser notes using AI to boost deal underwriting productivity and shares current themes: a potential Fed regime shift and a steeper yield curve, plus opportunities in industrial real estate, distressed multifamily, and energy land driven by mispriced narratives.

Listen

Watch

Episode Transcript

Ep 09 Part 01

Brian Dally: Welcome to Beyond the Stock Market podcast, a Groundfloor production. I'm your host, Brian Dally, CEO of Groundfloor, which is a private markets investing and lending platform with over $2 billion in investment volume. I spent my entire career challenging industry norms, and in 2013, I co-founded Groundfloor with Nick Bhargava to make private markets more transparent and open to everyone. This podcast features some of the sharpest minds in finance. In each episode, we go beyond the headlines to unpack the evolving relationship between traditional finance on one hand, and the myriad of new opportunities that are emerging, on the other.

Joining me today is Bob Fraser, CFO and chief macro strategist of Aspen Funds, which is a private fund sponsor with a 12-year track record that's distributed over $85 million to investors and holds over $700 million in assets under management across private credit, [00:01:00] commercial real estate, distressed debt, and energy. Bob is known for translating macroeconomic trends into profitable data-driven investment strategies for high net worth individuals. His entrepreneurial success earned him the, very prestigious, by the way, Ernst & Young Entrepreneur of the Year award. That's a great honor. At Aspen, Bob is co-host with his son for the podcast, Think Like a Billionaire, and today I'm looking forward to seeing what billionaire hacks he can share with us.

Bob, welcome to the show. Where are we catching you today?

Bob Fraser: Yeah, Breckenridge, Colorado. Good to be here.

Brian Dally: Well, that makes two of us in Colorado. I'm in Telluride, Colorado today.

Bob Fraser: Really? All right.

Want To Be
A Guest?

Do you know someone who would be a great guest on the show? Fill out this form, and our producer will be in touch if it’s a good fit.

We're Making Borrowing Even Better!

You’re entering our enhanced site experience, built specifically for borrowers and lending partners.