PassivePockets: The Passive Real Estate Investing Show

This Episode

For lifelong active investors, the hardest part of going passive may be giving up control. Jonathan Greene grew up evaluating properties alongside his father and spent decades investing, managing rentals, and flipping houses before making his first syndication investment.

Jonathan joins Chris Lopez to explain how he evaluates sponsors, assets, and debt without relying on projected IRRs. He also shares why passive investments have helped him diversify into new markets, preserve capital for his children, and become more selective about the active real estate projects he still wants to pursue.

Key takeaways:

• How Jonathan made the transition from active investor to LP

• Why trust, the underlying asset, and debt matter more than projected returns

• How monthly reports can reveal problems before a deal goes sideways

• Why he invested repeatedly with one proven sponsor

• What attracted him to a wellness resort development in Palm Springs

• How active and passive investments can strengthen the same portfolio

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Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.

This Episode

Can an evergreen fund deliver the benefits of long-term real estate ownership without forcing investors to start over with every new deal? Ellis Hammond of Aspen Funds presents the Aspen Legacy Fund, a multifamily fund designed to compound capital, limit tax drag, and provide exposure to multiple properties through a single K-1.

Chris Lopez, Pascal Wagner, and Christine Kwasny examine the fund’s assets, debt, valuation process, liquidity provisions, and investment strategy. They also press Ellis on refinancing risk, related-party investments, NAV calculations, redemption limits, and what investors should understand before treating a two-year lockup as true liquidity.

Key takeaways:

• How the evergreen structure is designed to reduce taxes and deployment lag

• Why the fund reinvests income instead of paying regular distributions

• How direct ownership, JV investments, and private credit fit into the portfolio

• How Aspen calculates NAV and values the underlying properties

• The refinancing risks tied to the fund’s multifamily debt

• Why redemption requests remain subject to liquidity and best efforts

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Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.

After nearly 25 years as an LP, Jeremy Roll is 99% on the sidelines. He joins Chris Lopez to explain why he believes real estate still has more pain ahead, what would bring him back into the market, and why positive leverage remains his clearest measure of whether a deal is fairly priced.

Jeremy also shares the few asset classes he is watching, how he built a portfolio spanning more than 60 active LLCs, and the conservative standards that helped him avoid many of the problems now facing other investors. Plus, he explains why LPs should consider the economic cycle, read every operating agreement, and run background checks before committing capital.

Key takeaways:

• Why Jeremy is holding cash while continuing to review deals

• The opportunities he sees in mobile home parks and senior housing

• How positive leverage helps determine whether a deal is fairly priced

• Why he prefers long-term fixed-rate debt and lower leverage

• How LPs can diversify across deals, operators, markets, and asset classes

• The due diligence steps Jeremy believes too many investors skip

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Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.

Self-storage has long been considered recession resilient, but what happens when high interest rates freeze the housing market and fewer people move? Neil Henderson of Nomad Capital joins Chris Lopez to explain why the industry is facing one of its most difficult markets in decades and what could finally restart demand.

Neil also breaks down Nomad’s strategy of converting vacant big-box stores into climate-controlled storage at roughly half the cost of ground-up construction. They discuss current deal economics, slower lease-ups, competition from major REITs, and why shopping centers with existing retail income could offer investors a valuable margin of safety.

Key takeaways:

• Why self-storage demand is closely connected to home sales

• How big-box conversions can cost significantly less than new construction

• Why slower lease-ups have delayed distributions for storage investors

• What fixed-rate debt can protect during a difficult market cycle

• How major storage REITs can pressure smaller operators

• Where Neil sees the strongest self-storage opportunities heading into 2027

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Subscribe to the Passive Investing Newsletter:

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Join BiggerPockets for free:

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Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.

Episode #293

This Episode

Would you invest in an income fund created primarily to lend money back to its own sponsor? Chris Lopez, Adam Cranmer, Pascal Wagner, and Christy Burakovsky examine the conflicts, hidden risks, and missing checks and balances that LPs should consider before investing on both sides of the same operation.

The panel also shares real portfolio updates involving capital calls, securitization, debt funds, and multifamily distributions. Plus, they discuss whether monthly payouts should influence an investment decision, how much confidence audited financials should provide, and why several panelists continue converting retirement funds to Roth accounts.

Key takeaways:

• The risks of investing in a fund that lends to its own sponsor

• Why third-party lenders can provide valuable oversight

• How to distinguish a planned capital call from a troubled one

• Whether monthly distributions are worth prioritizing over quarterly payouts

• Why audited financials are only one piece of fund due diligence

• How the panel approaches Roth conversions and future tax uncertainty

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Subscribe to the Passive Investing Newsletter:

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Join BiggerPockets for free:

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Disclaimer

The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.