Real Estate Investor Podcast

The last multifamily cycle exposed some hard truths—and the investors who learn from them will be better positioned for whatever comes next. In this episode, Gary Lipsky breaks down the five biggest underwriting lessons from the recent downturn, explaining why refinancing is a risk, not a strategy, why rent growth can't rescue a weak business plan, and why break-even occupancy, conservative l...

What if the story investors are reacting to isn’t the one the data is actually telling? This episode is a value-packed Town Hall with Dr. Peter Linneman, one of the most respected voices in finance, investing, and real estate. He shares incredible insights on a range of essential topics, including what investors are missing about the US economy, the political and economic factors shaping the marke...

How can passive investors distinguish trustworthy real estate operators from those who simply know how to market themselves? In this episode of the Real Estate Investor Podcast, host Gary Lipsky sits down with Pat Zingarella, CEO of Invest Clearly, a public directory and review platform for private real estate investments. In their conversation, Pat explains how his experience working for a fraudu...

What does today’s economic uncertainty mean for real estate investors trying to make smart decisions? In this episode of the Real Estate Investor Podcast, host Gary Lipsky sits down with J Scott, entrepreneur, investor, advisor, author, and partner at Bar Down Investments, for a timely conversation recorded during the 2026 Virtual Invest Smart Summit. J shares his perspective on the Federal Reserv...

This special episode of The Real Estate Investor Podcast was recorded for the 2026 Virtual Investment Summit. Host Gary Lipsky interviews returning guest, Kathy Fettke, to break down the 2026 economic outlook and what it means for real estate investors navigating today’s shifting market. Kathy shares why the single-family housing market remains more resilient than many expect, while multifamily as...

How can investors make smarter decisions in a market that looks very different from just a few years ago? In this solo episode of the Real Estate Investor Podcast, host Gary Lipsky shares key takeaways from the Invest Smart Summit and breaks down Break of Day Capital’s recent closing of Icon on Broadway. Gary begins by explaining why today’s market should be viewed as a reset rather than a collaps...

How do family offices think about real estate, relationships, and market timing when the rest of the market is still waiting for certainty? In this episode of the Real Estate Investor Podcast, host Gary Lipsky sits down with DJ Van Keuren to unpack how family offices really approach real estate investing. DJ is s a Harvard-trained strategist, the Co-Founder of Evergreen Property Partners, Presiden...

Building a real estate deal today feels like solving an increasingly complex puzzle, as investors face a more selective market. They must now work harder than ever to assemble a capital stack that truly pencils. Returning to the show is Andrew Westling, Director of Capital Markets at Walker & Dunlop in Los Angeles, joining Gary to share deep insights into today’s financing landscape. Together,...

Do you want to get rich beyond belief? Today on the Real Estate Investor Podcast, master coach and real estate investor, Trevor McGregor, joins us to talk about how you can achieve high-performance and true success! Tuning in, you’ll hear all about his investment background and career, what the investor wealth architect identity shift is, stepping into your sage mindset, and so much more. He delve...

When we hit rock bottom, the only place to go is up! Today on the Real Estate Investor Podcast, we welcome real estate entrepreneur, author, host of the top-rated podcast, Investing in the U.S. , and founder of Accounting First Group, Reed Goossens, to discuss his stance in the erratic real estate investing world at the moment and to learn about his CPA firm rollup! Tuning in, you’ll hear all abou...

What does it look like to switch from closing deals to building communities with real long-term impact? In this episode of the Real Estate Investor Podcast, host Gary Lipsky sits down with Ian Tudor, partner at JIK Holdings, to discuss Ian’s career path from corporate finance to mobile home parks and into land development. Ian shares how institutional underwriting influenced his investing mindset,...

In this episode of the Real Estate Investor Podcast, Gary Lipsky welcomes back Joseph Fang of Break of Day Capital to unpack the current real estate market signals and how those signals are shaping new opportunities on the acquisition side. Joseph shares why basis and buying below replacement cost matter in today’s environment, what a value-add plan looks like when it’s focused on deferred mainten...

What does it take to protect your deals when the market turns? In this episode, we sit down with Omar Khan, founder of Boardwalk Wealth, to discuss the challenges currently facing the real estate industry. Omar explains the overall state of the market, the impact distressed assets have caused, and why transparent communication with investors during these times is vital. He unpacks the potential op...

Today on the podcast, host Gary Lipsky welcomes Kevin Kim. Kevin leads Fortra Law’s corporate and securities practice, where he and his team have advised on and prepared hundreds of securities offerings, including mortgage funds, structured debt offerings, real estate syndications, crowdfunding offerings, EB-5 projects, and qualified opportunity funds. In this episode, Gary and Kevin explore how K...

Returning to the podcast after four and a half years is Dallon Shultz. Now a seasoned fund manager, Dallon is also the co-founder of Capitallyst Pro, an automated CRM platform designed to help real estate investors raise capital more efficiently and effectively. In this episode, Dallon shares what inspired the creation of Capitallyst Pro, the company’s vision and mission, and his insights on the t...

With AI transforming nearly every industry, today’s guest is helping property investors supercharge their front-end sales funnels through intelligent chatbot systems. Kevin Brenner, Founder of PropertyBots™, is a true trailblazer at the intersection of real estate and artificial intelligence, bringing cutting-edge tech solutions to the investment world. In this episode, Gary and Kevin explore the...

Welcome to the 250th episode of the Real Estate Investor Podcast! Today, Gary is joined by Joe Fang and Andy Huang to discuss the lessons we’ve learned throughout this experience. Tuning in, you’ll hear all about the history of the show, our favorite episodes, what we’ve experienced this year, and so much more! We delve into our outlook for 2026 before touching on what we expect the market will do...

Behind every successful property turnaround is a set of choices that shape the outcome. In this solo episode of the Real Estate Investor Podcast, Gary Lipsky walks listeners through a detailed case study of Icon on Spanish Trail, the 256-unit Tucson property he acquired in December 2023. He explains why the deal stood out (an institutional-quality asset purchased at a discount during a period of l...

Joining Gary on the show today is Break of Day Capital's Director of Asset Management, Tim Chui. With over a decade of experience in institutional real estate, Tim Chui has held senior roles at leading firms including JRK Properties, Essex Property Trust, and American Realty Advisors. He began his career analyzing equity and fixed income opportunities before moving into acquisitions, portfoli...

Today on the podcast, Gary sits down with Joe Rinderknecht, founder of Upgrade Partners Capital, a fund of funds, and Cowboy Capital, a real estate investment firm specializing in value-add multifamily properties. With nearly a decade of experience in commercial real estate, Joe has owned and invested in roughly 600 apartment units across Montana, Idaho, Utah, Texas, and Ohio. His background spans...

So much investing advice sounds convincing until the market shifts and the assumptions break. In this episode of the Real Estate Investor Podcast, we sit down with Chad Ackerman to unpack common myths that trap limited partners (LPs) and explore how to replace them with a disciplined, strategy-first approach to passive real estate investing. Chad is the founder of CARE, a coaching practice helping...

What do poker strategy and mobile home investing have in common? More than you might think! In this episode of the Real Estate Investor Podcast, we sit down with Pasha Esfandiary to dig into the secret behind his success in real estate and how he is shaking up the mobile home space. Pasha is the CEO and Managing Partner of Evoke Capital, a real estate investment firm specializing in high-upside mo...

What does it take to steer a multi-million-dollar property through one of the toughest lending environments in decades? In this episode of the Real Estate Investor Podcast, we welcome longtime friend and investor Gody Khambatta. Gody is a research scientist working on cancer treatments, but for over 25 years, he has also been quietly building a substantial real estate portfolio. In our conversatio...

1031 exchanges are incredibly valuable for investors and are often underutilized and ignored. Today on the Real Estate Investor Podcast, co-founder and CEO of 1031 Specialists, Jon Hilley, joins us to share a play-by-play of 1031 deals. Tuning in, you’ll hear all about Jon’s career and what his company does, the structure of a 1031 deal, a definition of a few 1031 terms, and so much more! We delve...

What happens when a former engineer and Shark Tank entrepreneur applies a product developer’s mindset to real estate? Alvin Uy has been focused on real estate in Los Angeles for 22 years, doing construction, fix-and-flips, short-term rentals, ADUs, SB9, and most recently, senior living. In this episode, Alvin shares how he built wealth by treating real estate like a product, creating solutions tha...