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PassivePockets: The Passive Real Estate Investing Show

PassivePockets: The Passive Real Estate Investing Show
Author: PassivePockets, Jim Pfeifer, and Left Field Investors
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Description
Welcome to PassivePockets: The Passive Real Estate Investing Show presented by Equity Trust– your go-to podcast for building and protecting wealth through smart, passive real estate investments. Hosted by Jim Pfeifer, this podcast is designed for investors who want to grow without the grind. Each episode features expert interviews with seasoned LPs (Limited Partners) and GPs (General Partners) who share their insights, experiences, and practical advice.
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Host Chris Lopez sits down with Matt Faircloth, author of Raising Private Capital and co-founder of DeRosa Group, to talk hotels, multifamily, and building cash flow today while creating upside for tomorrow.
Matt breaks down why he is adding branded hotels to complement multifamily, how a 9 cap can deliver day one cash flow, and what the real risks are. He also shares simple paths for 1031 sellers to go passive without sacrificing tax advantages.
You will hear real numbers from his 96 key Houston hotel, how he structures A, B, and C share classes, and where he sees quiet distress and better yields in the Midwest.
Key Takeaways:
Hotels can provide day one cash flow at higher caps
Multifamily still matters but value add must drive returns
Simple “lazy 1031” and TIC structures can move active owners passive
Use third party hotel management and plan for brand PIPs
Watch quiet distress and newer assets trading at 7 caps in overlooked markets
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.
From chiropractor to running a billion dollar portfolio, Dan Handford joins hosts Paul Shannon and Chris Lopez to unpack how he scaled across multifamily, storage, car washes, hotels, and private debt. He shares why he invested as an LP in 80 plus deals to sharpen his GP playbook, how he allocates for durable returns, and where he is leaning today. You will hear candid lessons from floating rate pain, capital calls, investor communication, and why debt strategies and selective distress are front of mind.
Key Takeaways:
LP lens: transparency, steady updates, and tackling problems head on
Allocation: prioritize consistency over stretch returns, diversify across operators and asset types
Where he is leaning: private debt funds with liquidity and a coming Reg A option for smaller checks
Risk lessons: floating rate vs fixed rate, large reserves, when a capital call protects value
Outlook: bid ask spread, lender pressure, and a likely uptick in distress over the next year
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.
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.
How do serious LPs sharpen due diligence, avoid shiny objects, and stay liquid enough to pounce? In this PassivePockets Pulse Check kickoff, Jim Pfeifer and Paul Shannon welcome new co-host Chris Lopez to go behind the scenes on community-powered due diligence, share their written investing theses, and walk through real deals they’ve funded, across equity and debt, plus the wins, misses, and lessons that are guiding allocations right now.
You’ll hear why sponsors and deals must be vetted on separate tracks, how to post in the forums to actually get useful feedback (do the work first), and what a one-page annual plan looks like when timing is uncertain. Paul breaks down his barbell strategy, favoring newer assets with day-one cash flow, fixed-rate debt, and positive leverage, while Chris lays out “Don’t bet against America,” lots of small checks for diversification, and building both an equity ladder and a debt ladder to solve liquidity timing. We also cover why Class A, Build-to-Rent, and select development fit today’s supply picture, plus portfolio updates: debt funds, self-storage development, A-class multifamily, BTR in Ohio, Colorado development, and a distressed multifamily buy in Omaha.
Finally, we unpack hard lessons from deals gone wrong- GP infighting, alleged commingling/investigations, and a multi-layer ATM Ponzi - and the practical guardrails we’re using now (limit per sponsor, avoid overly broad operators and multi-layer structures, and lean on the community). We close with a sentiment check: more LOIs, hard earnest money returning, and early buyout interest on BTR - why we’re cautiously optimistic (call it a yellow light) and still keeping cash optionality.
Key Takeaways:
How to use the community for real due diligence (and the posting format that gets responses)
The separation between sponsor vetting and deal analysis and why both matter
A simple one-page annual investing plan for capital, asset classes, and operator targets
Paul’s “all-weather” barbell: newer assets, day-one cash flow, fixed-rate/positive leverage
Chris’s “Don’t bet against America,” many small checks, and building equity + debt ladders
Why Class A, Build-to-Rent, and select development can shine as new supply falls off
Recent allocations: debt funds, self-storage development, A-class MF, BTR Ohio, CO development, distressed MF Omaha
Pain points & lessons: GP disputes, alleged commingling/FBI actions, and a multi-layer ATM Ponzi
Risk controls that help: limit exposure per sponsor, start with small first checks, consider fund diversification
Market pulse: more LOIs, hard money back on the table, early PE interest, why it’s still a yellow light for now
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.
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.
What happens when a well-known multifamily operator shifts focus to a completely different asset class? In this episode, Jim Pfeifer and Paul Shannon are joined by real estate investor and Praxis Capital founder Brian Burke to explore his pivot into assisted living, memory care, and skilled nursing facilities.
Brian shares why he's stepped away from multifamily, for now, and what signals led him to target the senior housing sector. He explains why this niche is coming out of a bottom, how it differs from traditional real estate, and what makes triple-net lease investments in this space both stable and lucrative.
The discussion covers risk, underwriting operators, HUD financing, and exit strategies, offering passive investors a crash course in how to assess and potentially capitalize on a misunderstood asset class.
Key Takeaways:
Why Brian Burke is “done with multifamily for now”
What made assisted living a timely pivot
How triple-net lease structures reduce landlord risk
The importance of operator selection and lease coverage
How HUD financing boosts returns and mitigates risk
Exit strategies ranging from lease buybacks to portfolio sales
Where this strategy fits on the broader risk spectrum
What passive investors should ask before investing in senior housing
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.
What do experienced real estate investors do when deals don’t pencil, the capital stack is shifting, and the data feels contradictory? In this episode, Jim Pfeifer and Paul Shannon are joined by real estate investor, CPA, and UCLA professor Eric Sussman to explore how sophisticated LPs should think about today's economic signals, capital markets, and sponsor behavior.
Eric brings decades of experience across syndications, private equity, and academia to this conversation. He dives into how inflation data, rate policy, and lending trends are impacting both sponsors and investors and why understanding the real risk lies beyond cap rates and projected IRRs. The hosts and Eric discuss debt mismatches, how institutional players are positioning, and why trust and underwriting discipline matter more than ever.
Plus, Eric shares his candid take on why some deals should fail and why that’s ultimately healthy for the market.
Key Takeaways
How to interpret mixed signals in the real estate and macroeconomic data
Why sponsors are struggling to refinance and recapitalize
The impact of capital stack misalignment on passive investors
Why some LPs aren’t getting paid—even when the deal is “performing”
What Eric looks for in a sponsor beyond the deck
How institutional players are preparing for distress
Why a wave of failed deals could actually benefit long-term investors
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.
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Contact Chris Lopez:
chrislopez@biggerpockets.com
Is your real estate portfolio truly aligned with your goals or is it just what you've accumulated over time? Chris Lopez, investor, educator, and founder of the Active to Passive cohort, joins Passive Pockets to share why he pivoted away from being a hands-on landlord and how he's helping others rethink their equity, their time, and their strategy.
In this episode, you’ll learn how to evaluate return on equity versus return on investment, what it means to “optimize” your portfolio in today’s market, and when selling, refinancing, or simply holding might be the smartest move. Chris also shares his step-by-step framework for running an annual diagnostic on your portfolio and how to use that analysis to decide if a shift toward passive investing makes sense.
Plus, stick around as Chris breaks down the five pillars of passive investing diversification and offers a sneak peek into his upcoming July cohort for experienced landlords exploring a hands-off path forward.
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.
Why Chris sold off half his Denver portfolio despite great returns
The difference between return on investment and return on equity
How to run an annual “portfolio diagnostic” to evaluate performance
When a 1031 exchange might not be the most efficient move
How to diversify across operators, strategies, markets, and capital stack
The mental shift required to give up control—but gain peace of mind
What Chris’s Active to Passive cohort includes, and who it’s for
Real estate deal flow is back but is it better? With inboxes full of syndications boasting high returns and “rare” opportunities, passive investors are under more pressure than ever to separate substance from spin. In this episode of Dig In or Delete, Jim Pfeifer and Paul Shannon return to scrutinize real deals sent straight to their inboxes, highlighting red flags, potential gems, and everything in between.
From a 9-unit Seattle multifamily deal with fuzzy cap rate math to a BJ’s Brewhouse ground lease next to a dying mall, Jim and Paul weigh in on market dynamics, underwriting red flags, and sponsor credibility. You’ll hear honest, in-the-moment reactions to deals in Dallas, San Antonio, Louisiana, and more, including a ground-up development next to a new minor league baseball stadium. No hypotheticals. No softballs. Just seasoned investors making real-time calls on actual opportunities.
Plus, stick around as Jim and Paul reveal which marketing tactics instantly make them hit “delete” and which details get them to take a second look.
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.
Takeaways:
Why cap rate discrepancies can be a dealbreaker
The risk of “one-restaurant” triple net leases
When development next to a baseball stadium might make sense
How aggressive return projections can backfire in a pitch
The red flags that come with blind pool funds and asset class hopping
Why local insight trumps national data in real estate investing
What to ask when a sponsor promises high returns on a stabilized deal
Investing in mobile home parks can rebuild your real estate empire efficiently after economic setbacks. How do you navigate this sector to ensure sustainable growth and returns? Kevin Bupp, a seasoned investor with a wealth of experience in various real estate asset classes, shares his journey and insights into this unique investment space.
In this episode, you’ll learn the intricacies of mobile home park investments, from understanding market dynamics to overcoming infrastructure challenges. The conversation dives into the evolution of this sector, highlighting both increased lending opportunities and rising competition. Thinking of affordable housing as a solution for your real estate portfolio? You won't want to miss Kevin's strategic approach.
Plus, stick around as Kevin spills secrets on creative ways to enhance value in mobile home parks and teases insights into the often-overlooked world of parking lot investments.
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.
Kevin's transition from single-family homes to mobile home parks post-2008
The impact of lending and market competition on mobile home park investments
Infrastructure challenges and how to navigate them effectively
The role of property management in optimizing park operations
Exploring the parallel between mobile home parks and parking lots as viable investment sectors
Understanding dynamic pricing and technology enhancements in parking management
Kevin's insights on dealing with private utilities and community management
What if you could pay taxes on a smaller amount while investing in the same deals—and then watch your money grow tax-free for decades? In this episode, we explore a little-known strategy that allows investors to convert traditional retirement accounts to Roth at a discount, even when those funds are tied up in illiquid syndications.
Today, we’re joined by John Bowens, a self-directed retirement expert from Equity Trust, to walk us through the “discount conversion” strategy and other advanced tax planning tools for passive investors. John explains how real estate syndications, solo 401(k)s, and Roth conversions can work together to help you minimize taxes, create tax-free income, and even build legacy wealth for future generations.
If you’re holding pre-tax retirement funds, investing in private real estate, or just tired of giving up a chunk of your gains to the IRS, this episode breaks down the tax code strategies that smart LPs are using to protect and grow their wealth.
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.
In This Episode We Cover
The basics of Roth conversions and how they apply to self-directed IRAs and solo 401(k)s
The “discount conversion” strategy and how investors are saving thousands in taxes
How to convert illiquid syndication investments without selling
Key differences between traditional IRAs, solo 401(k)s, and checkbook-controlled accounts
When Roth conversions make sense and how to model out your tax impact
And So Much More!
AI integration in real estate investing allows savvy investors to make faster, smarter decisions and avoid costly mistakes. So, how can you leverage AI tools to evaluate deals and optimize your investment strategy? Leyla Kunimoto, a finance expert and limited partner, joins us to share her insights on using AI for real estate due diligence.
In this episode, you’ll learn how real estate investors can employ AI to analyze deal pro formas, identify risks, and pinpoint key follow-up questions for sponsors. With informative and professional discussions, you'll discover how AI can streamline your investment processes and offer a tactical edge in deal evaluation. Curious about how AI can enhance your investment strategy? Tune in to find out.
Plus, we delve into the nuances of pro forma analysis and the potential for AI to uncover historical deal mistakes, offering invaluable insights to refine your investing skills.
Topics Covered
The role of AI in evaluating real estate deals
Benefits of integrating AI tools like Notebook LM into your workflow
Overcoming skepticism and embracing AI for investment analysis
How AI highlights key risk factors and informs strategic decision-making
Using AI for operator and fund evaluations
Example scenarios where AI uncovered unexpected deal insights
Tips for crafting effective prompts to maximize AI usefulness
After a wave of failed real estate syndications and several years of declining commercial real estate prices, passive investors are understandably hesitant to deploy their capital. But despite mixed LP sentiment and economic uncertainty, today’s guest believes there’s reason for optimism and that multifamily real estate is poised to rebound.
Our conversation provides a data-driven perspective from one of the industry’s most informed voices, Andrew Cushman—a seasoned multifamily investor and operator with a portfolio approaching 3,000 units. We explore the macroeconomic forces reshaping the market, from stabilizing interest rates to supply slowdowns and a structural housing shortage that may fuel rental demand and rent growth for years to come.
Andrew also shares how he and his team are adapting their strategy for today’s unique challenges—tariffs, fluctuating supply, and recession fears. We even unpack the operator dynamics behind syndication failures and identify clear red flags to avoid when choosing where to invest your capital. Whether you’re a new investor or an experienced limited partner, join us as we discuss the state of multifamily in 2025 and the opportunities that may define the next cycle.
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.
In This Episode We Cover
The impact of tariffs and low housing supply on multifamily real estate
How passive investors can protect their capital from bad syndication deals
Why rental demand and rent growth are set to rise in the years ahead
Best practices when analyzing a syndication deal (and common mistakes to avoid)
How Andrew is adapting his investing strategy for today’s challenges
Why LPs can’t afford to approach commercial real estate like the stock market
And So Much More!
Link from the Show
Andrew’s LinkedIn
What recourse do limited partners have when their fund is being mismanaged? Do triple net leases (NNN) offer safety in an uncertain economy? In this episode, we’re delving into a recent LP-led succession that underscores the latent power of passive investors and a low-risk investing strategy that delivers steady returns in volatile markets.
Today, we’re joined by Zane Schartz, president of Freedom CRE and a specialist in single-tenant, triple net investing. After a coalition of LPs called upon Zane to stabilize their private equity fund, he spent months navigating an uncooperative handoff and enduring personal attacks. In this episode, he reflects on invaluable lessons learned from the “hardest year” of his life and shares how he’s now helping people build wealth through passive real estate investing.
With institutional-grade tenants, long-term leases, and minimal operational requirements, NNN investments offer a rare blend of stability and simplicity. If you’re an LP looking to understand your rights or explore recession-resistant strategies like NNN real estate, today’s show delivers real-world insight from the front lines of a fund turnaround and its auspicious aftermath.
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.
In This Episode We Cover
Zane’s journey from LP to taking over a mismanaged private equity fund
The passive investor’s course of action when dealing with risky operators
Low-risk investments LPs can turn to in an uncertain economy
How to build wealth with the triple net lease (NNN) investing strategy
Two levers investors can pull to make NNN deals work despite high interest rates
And So Much More!
Link Mentioned from the Show
Zane’s LinkedIn
Are you eager to deploy capital but wary of making the wrong decision in this uncertain economic climate? Passive investing could help you capture the long-term gains of real estate—without the operational burdens of active management. Today’s guest provides low-risk, time-tested strategies for any stage of your investing journey.
In this episode, we interview Pascal Wagner—seasoned limited partner and host of The Passive Income Playbook Podcast. With a cash-flowing rental portfolio that spans multiple major markets and a professional background in venture capital, Pascal is experienced in both the active and passive sides of real estate investing. He unveils his preferred entry-level approach amid macro headwinds—an option that gives you a diversified investment, relative liquidity, and immediate returns.
Pascal also shares how to conduct rigorous due diligence on real estate syndications and avoid one of the most frequent—and financially damaging—mistakes new investors make. Whether you’re looking to make your money work harder or replace your income, Pascal delivers actionable insights for both aspiring and advanced investors.
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.
In This Episode We Cover
Pascal’s journey from active to passive real estate investing
Why replacing your income is the one skill every LP should learn
The number one mistake investors make before analyzing deals
Diversifying across asset types, markets, and within individual investments
Why new investors should start with debt funds rather than equity deals
And So Much More!
Links from the Show
The Passive Investing Starter Kit
Pascal’s LinkedIn
Conventional financial advice keeps you tethered to Wall Street, locking up all your cash in retirement accounts and home equity. But what if there’s a smarter way for passive investors to build wealth? In this episode, we explore the strategies financial institutions adopt but don’t advertise—like using high cash value, whole life insurance to unlock capital and create real passive income.
Today, Russ Morgan and Joey Muré from Wealth Without Wall Street share how they’ve used over 30 whole life insurance policies to fund businesses, insure operators, and generate long-term wealth. They pull back the curtain on the infinite banking concept (IBC), a strategy for turning insurance into your own personal banking system, and demonstrate how your policy's cash value can outperform traditional investments.
This approach isn’t about chasing death benefits—it’s about building an income engine that continues to grow even while you borrow against it. Russ and Joey will show you how to create your passive income operating system, choose the right policy, and break free from conventional thinking to achieve true financial freedom.
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.
In This Episode We Cover
Russ and Joey’s journey from working nine-to-five to financial freedom
Why cash flow, not accumulation, is the key to building long-term wealth
The infinite banking concept (IBC) explained (and its pros and cons)
Using high cash value, whole life insurance as a personal banking system
How to choose the right life insurance company and set up your policy
And So Much More!
Link from the Show
Register for Russ & Joey’s Webinar on May 14th
Email Jim: jimpfeifer@biggerpockets.com