Multifamily Investing in 2026: What’s Actually Working Right Now w/ Gary Lipsky
Gary Lipsky is a multifamily operator and syndicator with over a quarter billion dollars in real estate transactions. As president of Break of Day Capital, he’s built a focused portfolio in the Southwest while navigating one of the toughest stretches the multifamily market has seen in years.
This episode is hosted by Reed Goossens. We’re joined by Gary Lipsky, president of Break of Day Capital and host of the Real Estate Investor Podcast, and bestselling author of Best In Class and Invest Smart.
In this conversation, Gary shares what it actually looks like to operate multifamily assets through a difficult cycle — from flat rent growth and staff turnover to capital raising headwinds and the real impact of immigration policy on occupancy.
We get into where Gary sees the market heading in 2026, how he’s finding deals in a low-inventory environment, why he’s still bullish on buying right now, and the operational adjustments he’s making to protect NOI while waiting for conditions to improve.
If you’re a multifamily operator or passive investor trying to make sense of where the market stands today, this episode gives you a ground-level view from someone actively working through it.
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Key Takeaways:
00:00 Intro
00:40 Gary’s background and entrepreneurial journey
02:35 From afterschool business to multifamily operator
04:00 Current portfolio and target markets
04:45 Finding deals in a low-inventory market
06:10 Raising capital in today’s environment
07:40 Where we are in the market cycle
09:00 Rent ceilings, price per door, and affordability
10:25 Creating ancillary income to offset flat rent growth
11:25 Third-party vs. in-house property management
12:15 Key indicators that the market is turning
13:45 Immigration policy and its impact on occupancy
15:35 Goals and outlook for 2026
17:00 Where to find Gary Lipsky
18:10 Invest Smart Summit — April 24th
19:05 Outro
Additional resources:
➡️ Check out Gary Lipsky:
- Website: https://breakofdaycapital.com/
- Invest Smart Summit: https://investsmartsummit.com/
- Podcast: Real Estate Investor Podcast
➡️ Visit https://reedgoossens.com/ and:
- Invest passively in multifamily real estate
- • Get FREE access to my 100% Passive Real Estate Investment Masterclass
- • Take a look at my portfolio
- • Get FREE multifamily real estate resources
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Investing in the U.S. is a podcast for real estate investors and entrepreneurs who want to break into the U.S. market and grow their wealth!
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