PassivePockets: The Passive Real Estate Investing Show

Host Chris Lopez sits down with John Bowens, CISP of Equity Trust to demystify Solo 401(k)s for real estate investors. John explains who actually qualifies, how to stack contributions up to $70k/$77.5k/$81,250 (2025 limits) and use the “mega backdoor” to Roth, and why Solo 401(k)s can avoid UBIT on debt-financed syndications when IRAs often can’t. They get tactical on plan design- one bank account with clean source tracking, blending traditional + Roth into a single subscription (and later in-plan conversions), and exactly how to roll over or restate a plan without triggering a termination. John also breaks down spouse/child participation, controlled-group and W-2 pitfalls, and a real UBIT case study that shows how the right plan choice can save five figures in tax. Key Takeaways: Solo 401(k) eligibility: true self-employment income and no rank-and-file W-2s; spouse/partners OK, under-21 and part-time hour rules matter Higher limits + mega backdoor Roth: employee non-deductible → in-plan Roth conversion for bigger tax-free growth UBIT advantage: Solo 401(k)s are generally exempt from UDFI/UBIT on debt-financed real estate (IRAs are not) Simpler operations: one bank account, source tracking in software, and the ability to blend trad + Roth in one deal and convert later Do rollovers right: restate/transfer the plan (don’t “terminate”), mind Form 5500, and watch controlled-group attribution 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. Remember that 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 of the 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.

Matt Faircloth, co-founder of DeRosa Group and author of 'Raising Private Capital,' shares insights on diversifying real estate portfolios by adding branded hotels. He explains how hotels can provide immediate cash flow with higher caps, discusses the risks involved, and reveals strategies for 1031 exchanges. Moreover, he elaborates on his Houston hotel's financial structure and highlights overlooked markets in the Midwest for better yields. Get ready for practical advice on moving from active to passive investing without losing tax advantages!

Dan Handford, the founder of PassiveInvesting.com and a general partner in vast multifamily units, shares his journey from chiropractor to real estate mogul overseeing a billion-dollar portfolio. He reveals lessons learned from investing in over 80 LP deals and stresses the importance of transparency and steady communication. Dan discusses risk management strategies, including the shift towards private debt funds and the impact of rising interest rates on market dynamics. His insights on navigating current challenges and focusing on diversification are invaluable for aspiring investors.

Industrial syndicator Joel Friedland joins Paul Shannon to share 40 years of Chicago lessons and why he now buys with little to no debt. They break down a debt-light playbook, how that changes capital raises and returns, and the investor profile that prefers sleep-at-night income. Joel also details his off-market system, what makes a “perfect” small-bay building, and how he creates liquidity and plans succession. Key Takeaways: Debt-light strategy: target 0 to 30 percent LTV, current portfolio around 18 percent Buy box: Chicago small-bay under 40k sf, 7 to 8 percent entry yield, triple-net, strong geometry, docks, power Return drivers: cash coupon that grows with rent, long holds, depreciation and recapture awareness Sourcing and liquidity: door-to-door outreach, mini fund closes fast then syndicate, investor exits via assignments, 754 step-up, Rule 144 after 12 months Sponsor vetting: ask for a written succession plan and review loan docs, covenants, and recourse 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. Remember that 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 of the 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.

Can blockchain make private real estate more accessible? Paul Shannon speaks with Larry Kalis and Tyler Vinson about tokenization for LPs. They cover TRIFs from American Digital Realty, how RE Tokens enables secondary trading after a one year lockup, and what changes for custody, liquidity, and tax reporting. If you know syndications but are new to tokenized assets, this is a simple, practical breakdown. Key Takeaways: What tokenization means for LPs, a digital wrapper of your fund or deal interest on a blockchain Access and diversification with lower minimums and one consolidated K1 Liquidity path using Rule 144 and a secondary marketplace after 12 months Operations and security, KYC and AML, custodied tokens, fiat or USDC distributions, burn and reissue if lost Structure and risks, ADR’s fund of funds TRIFs on Stellar vs single asset tokens, tech partner and valuation cadence 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. Remember that 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 of the 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.

Discover the art of due diligence as experts share how to sift through deals and avoid shiny distractions. Learn about effective investment strategies, including the barbell approach and building an equity ladder. They discuss the current trends in multifamily properties and the significance of maintaining liquidity in uncertain times. Real stories from bad deals highlight the need for community engagement and caution. Dive into insights that help investors stay informed and ready to act in today's dynamic real estate landscape.

What do billionaires know about investing that the average person doesn’t? In this episode, Paul Shannon sits down with economist, fund manager, and author Bob Fraser, author of Invest Like a Billionaire, to unpack the strategies, asset allocations, and decision-making frameworks of the ultra-wealthy. Bob explains why billionaires aren’t chasing “hot” trends, they’re looking for asymmetric risk-reward opportunities and sectors that offer long-term compounding. He shares how they think about diversification (and why it’s not about owning a little of everything), why certain private investments are favored over public markets, and how billionaires position themselves to capitalize on economic shifts before they happen. You’ll hear how Bob applies these principles in real estate, why he’s watching specific macroeconomic signals right now, and the filters investors can use to evaluate opportunities like the ultra-rich — even without a billionaire’s balance sheet. Key Takeaways: The mindset differences between billionaires and everyday investors Why the ultra-wealthy prioritize asymmetric risk-reward setups How billionaires view diversification vs. “diworsification” The role of private investments and niche sectors in their portfolios Economic indicators billionaires watch to stay ahead of market cycles How to apply billionaire-style investing principles at any scale Bob Fraser’s current outlook on real estate opportunities 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. Remember that 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 of the 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.

We’re back with another episode of Dig In or Delete, where Jim Pfeifer and Paul Shannon react to real investment pitches from their inbox and decide whether each one is worth a deeper look or should be deleted on the spot. This week’s lineup includes a six-property self-storage deal in Arkansas, a triple-net Starbucks opportunity with a 4.5% cap, and a cash-out refinance pitch for a 68-unit apartment building. Jim and Paul break down the good, the bad, and the questionable, offering LP investors a candid look at how seasoned pros filter their deal flow. You’ll hear how they evaluate everything from leverage and cap rate to operator communication and downside protection and why most pitches get deleted without a second thought. Key Takeaways: How experienced LPs quickly filter incoming investment pitches Red flags in deal presentations, underwriting, and language Why triple-net deals aren’t always “passive” or low risk What makes storage look appealing—and what might be missing How debt structure and cash-out refinances affect risk profile Why sponsor transparency is often more important than returns What to ask before replying to a deal that lands in your inbox How to build your own “delete” filter to save time and protect capital 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. Remember that 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 of the 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.

How should LPs evaluate retail real estate deals, especially when the strategy involves stabilized shopping centers and low leverage? In this episode, Paul Shannon is joined by Andy Weiner of RockStep Capital to walk through a real-life deal and answer questions from a panel of passive investors including expert LPs Pascal Wagner and Adam Cranmer. Andy lays out his firm’s “hometown market” strategy, targeting power centers and neighborhood retail with national tenants in overlooked metros. He breaks down the underwriting, loan structure, and business plan behind a recently acquired asset and why retail investors should pay close attention to tenant quality, lease structures, and local relationships. Our LP panel gets details on deal terms, downside protection, and risk-adjusted return, offering a front-row seat to the kind of conversation you should be having before wiring your funds. Key Takeaways: How RockStep finds and underwrites stabilized shopping centers Why the team favors open-air retail over enclosed malls What lease terms and tenant types reduce risk How “hometown markets” create pricing advantages The role of low leverage and longer-term debt in today’s market When retail outperforms industrial and multifamily How to evaluate sponsor experience and alignment What passive investors should ask before funding a retail deal Disclaimer: The comments, views, opinions and any forecasts of future events, returns or results expressed in this episode reflect the opinions of the given host or participants (including the personal opinions of PassivePockets employees or contractors, as applicable), are subject to change without notice, do not reflect the views of PassivePockets or its affiliates, may not reflect actual investment results, are not guarantees of future events, returns or results and are not intended to provide financial planning, investment advice, legal advice or tax advice. The accuracy, completeness or suitability of the information discussed in this podcast, including any comments, views, opinions, forecasts, graphs, charts, ratings, reviews, videos, and other audio and/or visual aids cannot be guaranteed, are not reviewed by PassivePockets, are provided for informational purposes only, and should not be solely relied upon in making an investment decision. PassivePockets receives compensation from sponsors in exchange for profiling sponsors and/or their sponsored deals in this episode; however, such paid advertisements shall not be construed as an endorsement, testimonial, or recommendation by PassivePockets to invest in any sponsor, investment strategy or investment opportunity. Investing in real estate is inherently risky and suitable only for sophisticated and qualified investors. Prospective investors should consult with their own investment advisors, financial advisors, and tax advisors, as applicable, in connection with any decision to invest.

What’s better: FIRE or “flow”? Owning rentals or investing in syndications? Jim Pfeifer and Scott Trench (former CEO of BiggerPockets) go head-to-head in a friendly but fiery debate about cash flow, control, diversification, and what financial freedom really looks like. Scott explains why, even as a FIRE advocate, he can’t bring himself to follow the traditional 4% withdrawal rule—and why most retirees don’t either. He shares the logic behind his personal portfolio strategy, which includes mostly unlevered Denver real estate, plus a small allocation to syndications and debt funds. Jim brings a counterpoint: for investors who aren’t handy or don’t want to actively manage properties, passive syndications can offer better risk-adjusted returns and geographic diversification. Together, they explore how goals, personality, and life stage shape the right mix between active and passive investing. If you’ve ever struggled to decide between owning properties or being a limited partner, this episode is for you. Key Takeaways: Why most FIRE adherents don’t actually draw down their portfolios The psychological and practical barriers to decumulation What makes real estate cash flow feel “spendable” vs. stock dividends Why Scott prefers unlevered rentals in Denver When syndications make sense—even for hands-on investors The power of credit/debt funds (especially inside an IRA) The risks of concentration vs. the benefits of control How your skills, lifestyle, and market shape your investing strategy 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. Remember that 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 of the 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.