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Real Estate Investor Podcast

Hosted by Gary Lipsky · business · EN-US

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About this Podcast:

The Real Estate Investor Podcast , powered by Break of Day Capital, brings you in-depth conversations with the top minds in real estate investing. Each episode uncovers proven strategies and lessons learned across multifamily, commercial, and other alternative asset classes. Whether you’re a seasoned investor or just starting out, you’ll gain practical tools and real-world wisdom to help you invest smarter, avoid pitfalls, and build long-term wealth through passive income.

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

36%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Real Estate Investor Podcast

What is Real Estate Investor Podcast about?

The Real Estate Investor Podcast, powered by Break of Day Capital, brings you in-depth conversations with the top minds in real estate investing. Each episode uncovers proven strategies and lessons learned across multifamily, commercial, and other alternative asset classes.

Who hosts Real Estate Investor Podcast?

Real Estate Investor Podcast is hosted by Gary Lipsky. The show has published 274 episodes to date.

What has Real Estate Investor Podcast covered recently?

Recent episodes include "Refinance or Sell: Navigating the Multifamily Reset with Gary Lipsky" (23 October 2026, 15 minutes), "Nathan Sosa, Year End Tax Strategies" (2 October 2026, 47 minutes), and "Darshit Shah, Beyond the Property Management Report" (18 September 2026, 16 minutes).

How often does Real Estate Investor Podcast publish?

Real Estate Investor Podcast publishes roughly every two weeks, with episodes averaging 26 minutes across 274 episodes.

How hard is it to get booked on Real Estate Investor Podcast?

Booking probability for Real Estate Investor Podcast is 36%, and the host is rated Selective on guests. Real Estate Investor Podcast requires a Pod Score of 80 or higher. Real Estate Investor Podcast's contact route on record: verified email.

Who should pitch Real Estate Investor Podcast?

The strongest fits for Real Estate Investor Podcast are Property Management & Appraisal. Real Estate Investor Podcast has a business audience.

About the host

Gary Lipsky hosts Real Estate Investor Podcast, a business podcast with 274 episodes published.

Verified host email: ████████@████.comSign in to unlock →

Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #275

    Refinance or Sell: Navigating the Multifamily Reset with Gary Lipsky

    Oct 23, 202615 min

    One of the most difficult decisions to make in multifamily real estate is whether to refinance, sell, or hold onto a property! Today on the Real Estate Investor Podcast, host Gary Lipsky is helping listeners to navigate...

  • Episode #274

    Nathan Sosa – Year End Tax Strategies

    Oct 2, 202647 min

    Tax planning is one of the most powerful things you can do to save money as a real estate investor. Today on the Real Estate Investor Podcast, we are joined by the manager of both the National Tax Department and the...

  • Episode #273

    Darshit Shah — Beyond the Property Management Report

    Sep 18, 202616 min

    In this episode, Gary Lipsky interviews Darshit Shah, founder of Orizon Asset Management, on how fractional asset management can help multifamily operators uncover overlooked opportunities and improve NOI. Darshit...

  • Episode #269

    Episode #269 - The Data Behind Multifamily with Jeff Adler

    Aug 7, 202634 min

    What does the latest multifamily data reveal about where the next real estate opportunities lie? In this episode of the Real Estate Investor Podcast, host Gary Lipsky welcomes Jeff Adler, Lead Executive at Yardi Matrix...

  • Episode #268

    Episode #268 - Understanding Delaware Statutory Trusts

    Jul 31, 202618 min

    If you’re wondering how to defer taxes and diversify wealth on your stock in a meaningful way, this episode is for you. Brett Swarts builds capital gains tax exit plans. He is a real estate investment advisor...

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  • Episode #267

    Episode #267 - The Insurance Playbook with Ryan Thomas

    Jul 17, 202624 min

    Insurance can make or break a multifamily deal, especially when markets are volatile, lender requirements are tightening, and prior claims can affect pricing for years. In this episode of the Real Estate Investor...

  • Episode #266

    Episode #266 - Weathering the Storm

    Jul 3, 202615 min

    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...

  • Episode #265

    Episode #265 - Dr. Peter Linneman - Reality vs. Narrative: A Midyear Market Check

    Jun 26, 202651 min

    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...

  • Episode #264

    Episode #264 - Building Investor Trust with Pat Zingarella

    Jun 12, 202622 min

    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...

  • Episode #263

    Episode #263 - The New Investment Landscape

    May 29, 202644 min

    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...

  • Episode #262

    Episode #262 - Kathy Fettke — 2026 Economic Outlook

    May 22, 202638 min

    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...

  • Episode #261

    Episode #261 - Gary Lipsky – Invest Smart Summit Takeaways and Closing a Deal

    May 8, 202612 min

    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...

  • Episode #260

    Episode #260 - DJ Van Keuren - How Family Offices Really Invest

    May 1, 202620 min

    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...

  • Episode #259

    Episode #259 - Andrew Westling - Inside the Capital Stack

    Apr 10, 202623 min

    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...

  • Episode #258

    Episode #258 - Trevor McGregor – How to Achieve High Performance

    Mar 27, 202625 min

    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...

  • Episode #257

    Episode #257 - Reed Goossens – Opportunity in the Reset

    Mar 13, 202622 min

    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...

  • Episode #256

    Episode #256 - Ian Tudor – The Pivot to Purpose

    Mar 6, 202623 min

    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...

  • Episode #255

    Episode #255 - Joseph Fang – Market Signals and New Opportunities

    Feb 13, 202619 min

    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...

  • Episode #254

    Episode #254 - Omar Khan - Navigating Legacy Properties with a Long View

    Jan 30, 202628 min

    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...

  • Episode #253

    Episode #253 - Kevin Kim — Creative Capital Structuring

    Jan 23, 202626 min

    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...

Recent guests

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