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PassivePockets: The Passive Real Estate Investing Show

PassivePockets, Jim Pfeifer, and Left Field Investors

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Weekly
 
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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A front-row seat to real estate experts as they give their top advice, strategies, and tools to help you become a better passive investor. I break down their insights into practical steps, so you can take action. This show is for anyone who wants to Passively Invest like a Pro!
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The Build Up

Malessa Rambarran and Candice Milano

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Monthly
 
On The Build Up, hosts Malessa and Candice unlock the secrets of building wealth through real estate from high profile real estate investors that are better known for their accomplishments as professional athletes, CEOs, tech founders, influencers, and more. These savvy investors have been able to grow their income and diversify their investments because of the unique wealth-building qualities that only real estate can offer. Malessa and Candice have sold nearly a billion dollars' worth of r ...
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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. …
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On this week’s episode, Kent is joined by Jonathan Greene, longtime investor and host of Zen and the Art of Real Estate Investing. Jonathan shares how growing up learning real estate “old school” from his attorney-investor father shaped his bias toward action, diversification, and treating each property like a business. He explains why many busy, h…
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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…
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On this week’s episode of Ritter on Real Estate, Kent Ritter interviews Lon Welsh. They unpack Lon’s “four pillars of diversification” framework—asset class, geography, strategy, and sponsor—digging into why he favors multifamily for stability, mid-size industrial for supply–demand gaps, and budget extended-stay hospitality for resilient demand. Lo…
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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.…
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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” smal…
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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…
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In this special season finale, Malessa and Candice reflect on the most powerful insights, boldest moves, and behind-the-scenes takeaways from The Build Up Season 3. From blockchain investing and syndications to mindset shifts and small-but-mighty portfolios, this recap covers it all. Filmed at Brown Harris Stevens’ Studio 1873, Part of the Mastery …
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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…
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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 “h…
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In this episode of The Build Up, Malessa and Candice sit down with Antoinette Munroe, a real estate investor and educator who left corporate life to design a freedom-focused portfolio. With just four rental properties, Antoinette reached financial independence through intentional investing strategies like house hacking, BRRRR, and assisted living f…
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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, a…
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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. …
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In this episode of The Build Up, Malessa and Candice sit down with Whitney Elkins-Hutten, partner at PassiveInvesting.com and a nationally recognized expert in real estate syndications. Whitney shares how a failed live-in flip became the unexpected turning point that launched her career in real estate. Today, she helps manage a portfolio of over $8…
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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 t…
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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 fro…
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In this episode of The Build Up, Malessa and Candice sit down with Aleksey Chernobelskiy, founder of GP-LP Match and former institutional investor who once managed a $10 billion portfolio. Aleksey shares how his journey from Moscow to Wall Street led him to launch a platform that helps everyday investors access the syndication space with confidence…
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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, a…
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Join the Active to Passive Cohort (Starts July 28): https://get.biggerpockets.com/active-to-passive-investing/ Passive Pockets members save $100! Find your promo code here: https://passivepockets.com/forums-listing/discussion/5-week-cohort-starts-7-28-active-to-passive-portfolio-transformation-cohort/ Contact Chris Lopez: [email protected]
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In this episode of The Build Up, Malessa and Candice sit down with Jim Pfeifer, founder of Left Field Investors and former financial advisor, to explore how a single rental property shifted his entire approach to wealth building. Jim shares how he went from traditional investing to leading a community focused on passive real estate syndications. He…
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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, highl…
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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…
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In this episode of The Build Up, Candice and Malessa sit down with Dr. Benjamin Aaker, an emergency medicine physician, TEDx speaker, and real estate investor, to explore how he has built a multifaceted career. From life in the ER to scaling a real estate portfolio, Dr. Aaker shares how mindset, systems, and strategy have helped him navigate both f…
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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 jo…
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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…
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In this episode, Malessa and Candice sit down with Rich Perello, a former high school teacher turned luxury spec developer in the Hamptons. From his first multifamily flip to building $15 million homes, Rich shares how smart risk-taking, strong partnerships, and great design can transform your real estate career. You won’t want to miss this inspiri…
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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 co…
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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, …
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In this episode of The Build Up, Malessa and Candice sit down with Bobby Fijan, real estate investor and co-founder of Form Developers, to unpack how floorplan optimization can dramatically boost ROI. From office-to-residential conversions to maximizing space in multifamily investments, Bobby shares data-driven strategies that give investors a comp…
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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, …
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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 unl…
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In the Season 3 premiere, Candice and Malessa sit down with Jerry Chu, CEO and Co-Founder of Lofty AI, to explore how block chain technology is rewriting the rules of real estate investing. From fractional ownership to tokenized assets, Jerry breaks down how Lofty AI is lowering barriers and opening doors for everyday investors. Plus, the hosts div…
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Would you invest in any of these six syndication deals? In today’s episode, we’re trying something new, a “Delete or Dig In” segment, where we pull real deals from our inboxes and break them down on the show. We’ll review their returns, minimum investments, value-add strategies, and timelines—then choose to either “dig in” or “delete” and move on t…
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The multifamily market is shifting—again. Construction is slowing down after a historic wave of new delivery, and uncertainty surrounding the new administration, tariffs, and inflation is causing consumers to lose faith in the economy as a recession looms. Passive investors must recalibrate, but how? Stay tuned as we share our multifamily outlook f…
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The financial landscape is shifting, with rumblings of a global currency reset threatening to take down the US dollar. What does this mean for limited partners (LPs), syndicators, and other passive investors? How “safe” are your investments in the event of a collapse? We’ll discuss all of this and more in today’s episode. Financial strategist, inve…
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Sweeping new tariffs are causing sharp economic ripple effects, with stock valuations dropping last week and Americans bracing for renewed inflation. This shift creates both new risks and opportunities for real estate investors—especially passive LPs evaluating upcoming deals. Amid this uncertainty, bond yields and mortgage rates are falling fast—a…
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In the latest episode of our Deal Review Series, Drew Wahlgren from MAG Capital Investments presents the MAG Capital Industrial Fund III Deal to our LP panel: Paul Shannon, Chris Lopez, and Mauricio Rauld. The LP Panel asks questions like: - How many industrial deals have you done, and what’s the performance to date? - Who handles acquisitions, ass…
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Jim Pfeifer and Paul Shannon chat with James Eng of Old Capital Lending to unpack today’s multifamily financing landscape. A 20-year commercial lending veteran in both institutional and private markets, James explains how surging interest rates, higher scrutiny on sponsors, and renewed competition in bridge loans are reshaping apartment deals. He a…
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Host Jim Pfeifer chats with real estate advisor Aleksey Chernobelskiy, who spent years on an institutional investment team overseeing billions of dollars in properties before shifting his focus to helping limited partners. Aleksey discusses the key lessons he’s learned under “big REIT” systems and how they apply to everyday passive investors naviga…
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Paul Shannon sits down with Logan Freeman (a.k.a. “Mr. Kansas City”) for a deep dive into the 18-year real estate cycle and how it shapes today’s market. Drawing on the works of economists like Fred Harrison and Phil Anderson, Logan explains why land scarcity and speculative credit often drive real estate booms and busts. He also highlights how inv…
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Paul Shannon hosts an in-depth chat with Chris Carsley of Kirkland Capital Group to explore the growing world of private real estate debt. Chris explains how private lending is filling financing gaps left by traditional banks, why short-term “bridge” loans for smaller commercial deals can yield competitive returns, and what operational due diligenc…
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Jim Pfeifer and Paul Shannon sit down with John Bowens of Equity Trust to break down the power of self-directed retirement plans for real estate investors. From the basics of what “self-directed” really means to the nuances of IRAs, HSAs, and Solo 401(k)s, John explains how you can unlock more flexibility and control in building your portfolio. Whe…
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We dive into the “battle of the PPM” (Private Placement Memorandum) with two special guests from opposite sides of the table. On the GP side, securities attorney Mauricio Rauld (Platinum Legal) explains how these legal documents protect operators and outline deal structures. Representing the LP perspective, experienced investor Jeremy Roll highligh…
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We explore the world of asset class conversions with special guest Clint Harris, who specializes in turning empty big-box buildings (think old Kmarts and abandoned textile mills) into profitable self-storage facilities. Clint shares why changing consumer needs (especially among younger renters) is sparking new demand for creative reuse, and how sav…
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We sit down with John “Dr. Doom” Drachman for a revealing look at how the multifamily market has evolved since the turbulence of 2022 and what passive investors can do now. John unpacks the factors that led to trouble (“overheated” markets, aggressive loan structures, and short-term flips), why true distress hasn’t fully materialized, and how today…
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We welcome rental housing economist Jay Parsons to dissect the current multifamily landscape and offer insights on what 2025 might bring. Jay unpacks why record new deliveries haven’t led to severe distress (yet), how interest rate surprises are reshaping capital markets, and whether policy risks could outweigh simple supply-and-demand fundamentals…
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Investment expert Spencer Hilligoss of Madison Investing joins host Paul Shannon to discuss the essentials of vetting real estate sponsors. From building your network to identifying financial red flags, Spencer shares his five-part framework for evaluating a sponsor’s track record, team, communication style, and more. Discover why the sponsor’s per…
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We sit down with special guest Litan Yahav: the CEO and founder of Vyzer, an innovative virtual wealth management tool designed for passive investors. In this episode, Litan takes us behind the scenes of building a platform that helps you stay organized across multiple deals, GPs, and asset classes—while also giving us a sneak peek at how Vyzer use…
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Join seasoned real estate experts Jim Pfeifer and Brian Burke as they unpack the landscape of multifamily investing in 2025. In this insightful discussion, they navigate the complexities of today's market, from construction delays to debt challenges, offering their seasoned perspectives on where opportunities lie. The conversation dives deep into w…
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We dive deep into everything you need to know about the essentials of analyzing a deal with our guest, Tyson Miller. the must-know strategies for mastering real estate investments. Discover Paul’s top tips for identifying red flags that could save your next deal and learn the secret strategy to uncovering the critical details that make or break you…
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