In this episode, I sit down with Gary Lipsky, a multifamily syndicator and founder of Break of In this episode, I’m joined by Gary Lipsky, founder of Break of Day Capital, as we dive deep into what’s really happening in multifamily real estate in 2025.
It’s been three years since Gary last joined us—and so much has changed. From rising interest rates to tighter investor confidence, Gary walks us through how he’s navigating this new landscape and what strategies are working right now.
🔑 In this episode, you’ll learn:
- Why asset management—not just acquisitions—is make-or-break in today’s market
- How to spot overleveraged or poorly structured deals
- What sellers are finally starting to realize about pricing
- Creative ways to boost NOI without relying on rent bumps
- What bonus depreciation and potential rate cuts mean for 2025 investors
- Why Gary prefers newer buildings and life company loans today
- The difference between “red ocean” vs. “blue ocean” investor conversations
- The top red flags passive investors should watch out for
- How Gary learned the hard way from an LP deal gone wrong
- Why sticking to a market you know well can make or break a deal
Gary also talks about his latest book Invest Smart, written for passive investors looking to avoid costly mistakes and spot the right sponsors to work with.
Whether you're an operator, LP, or just learning the ropes in multifamily, this episode gives you real talk, clear strategies, and the red flags you can’t afford to miss.
Connect with Gary Lipsky:
🌐Website: https://breakofdaycapital.com/
👤Facebook: https://www.facebook.com/breakofdaycapitalinvesting/
💼LinkedIn: https://www.linkedin.com/in/gary-lipsky/
Youtube : https://www.youtube.com/c/BreakofDayCapital
🎙️Podcast : Real Estate Investor Podcast
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🔥 Get in contact with me:
Website: https://form.jotform.com/240740659878168
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YouTube: https://www.youtube.com/@liveonehundred
LinkedIn: https://www.linkedin.com/in/jasonyarusi/
Facebook: https://www.facebook.com/jason.yarusi
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