
Navy Aviator to CIO: How Matt Sandretto Found the Best Asset Class No One Talks About
In this special double-release episode, I sit down with Matt Sandretto, CIO and co-founder of Prairie Hill Holdings — a Lake Forest, Illinois-based private real estate fund focused exclusively on net lease industrial and retail properties. Matt brings a rare background to real estate investing: Navy aviator, Wharton MBA, and former independent sponsor buying manufacturing businesses before discovering that the real estate inside those deals was often more compelling than the businesses themselves. This is Episode 1 of a multi-part series. Show two will go deeper into deal case studies, fund access for RIAs, and PHH's right to win. What You'll Learn in This Episode Why Matt abandoned private equity to focus on real estate — and the pivotal 10x equity multiple deal that changed his perspective What net lease real estate actually is, and why it dramatically reduces operating risk versus multifamily or other property types The structural tailwinds behind industrial and retail that most advisors aren't talking about Why retail vacancy nationally sits at just ~4% — and why that's been hiding in plain sight The difference between investing in a business vs. owning the real estate underneath it How Prairie Hill sources off-market deals through informational advantages that large institutional players can't replicate Why portfolio diversification across properties matters more than single-asset syndications for the wealth management channel How EnduranceX identifies and partners with institutional-quality managers that fly below the radar Key Timestamps [00:00] — Introduction: Why EnduranceX partnered with Prairie Hill Holdings and how the relationship began through a colleague connection in Nashville [02:42] — Matt's background: From Wharton MBA to independent sponsor acquiring manufacturing businesses; discovering industrial real estate inside those deals [08:04] — The mindset shift: How Matt realized real estate offered near-private-equity returns with dramatically lower risk than buying businesses [10:05] — The Lululemon example: Owning the business vs. owning the real estate — a framework for understanding risk in plain terms [13:59] — Prairie Hill's origin: The Chicago industrial facility that sold for a 10x equity multiple within a year and sparked the real estate focus [16:27] — Informational arbitrage in real estate: Why inefficiencies are "everywhere" and how knowing a corporate tenant's expansion strategy before buying a property creates outsized returns [29:39] — What is net lease real estate? Matt breaks down NNN vs. gross leases and why tenants paying operating expenses changes the entire risk/return profile for landlords. [36:04] — Industrial tailwinds: Falling construction, onshoring of supply chains, geopolitical uncertainty driving domestic demand [41:17] — Retail tailwinds: ~4% national vacancy, 20+ years of underbuilding, grocery-anchored centers, necessity retail, and health & wellness tenants [45:46] — What RIAs get wrong about real estate allocation: Why most client portfolios don't have a thoughtfully constructed real estate bucket [56:09] — Portfolio approach vs. single-asset syndications: Why diversification across multiple properties matters for the wealth management channel [01:03:37] — Prairie Hill's mission and what's ahead: How the team approaches LP relationships and what show two will cover Key Quotes "I realized I was wrong. I did not understand the true risk profile of private equity versus real estate, and how you could earn close to private equity-like returns in various real estate strategies with far, far less risk." — Matt Sandretto. "Inefficiencies in real estate? They are everywhere. They are absolutely everywhere." — Matt Sandretto "If the brand fails and you own the real estate — if you do your underwriting correctly on market rents — sometimes the vacancy actually provides upside. So it's like the business fails and you can still win." — Matt Sandretto. "Retail vacancy is about 4% nationally. Far lower than industrial, actually. And the reason is the last 20-25 years of online commerce caused developers to completely pause retail development — while the US population kept growing." — Matt Sandretto. "We try to be the best in the world at that narrow focus of what we do. Industrial, retail, net lease." — Matt Sandretto About Prairie Hill Holdings Prairie Hill Holdings is a private real estate fund manager based in Lake Forest, Illinois (Chicago Metro), focused exclusively on net lease industrial and retail properties. The firm was founded approximately five years ago and manages approximately $100 million in assets across a team of five to ten investment professionals. 2025 Net Return: 17.41%; Average Annual Net Return Since Inception: 12.3% Prairie Hill offers two primary vehicles for investors: Net Lease Fund — a diversified portfolio of industrial and retail net lease properties 1031 Exchange Service — for investors seeking tax-efficient real estate exposure Website: www.prairie-hill.com LinkedIn: linkedin.com/in/matthewsandretto Email: investors@prairie-hill.com Q2 2026 Quarterly Update Recording: Watch here About EnduranceX EnduranceX is an alternatives platform supporting independent RIAs and family offices seeking institutional-quality managers that fly below the radar. The firm is headquartered in Atlanta, Georgia, with its affiliated RIA and Broker-Dealer, GPWA, LLC, based in Nashville, Tennessee. Prairie Hill Holdings is a current manager in the EnduranceX marketplace. Learn more: EnduranceX Coming Up in Episode 2 Deep dive into deal case studies and live portfolio examples PHH's right to win — sourcing, underwriting, structuring, culture, team building Market outlook: where Matt is seeing the best opportunities in 2026 How RIAs can access the strategy This podcast is for informational purposes only and does not constitute an offer or solicitation to purchase an interest in any fund. Past performance is not indicative of future results. Investment in private funds is speculative and subject to risk of loss.















