Episodes: 273
Frequency: Weekly
Rating: 5.0/5.0
Estimated listeners: 100 - 1,000
Gender skew: Male
Listener location: USA
YouTube: 1.2k subscribers
Instagram: 7.7k followers
Publicly listed emails
info@breakofdaycapital.com
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Gary Lipsky - Real estate investor and leader at Break of Day Capital, focused on multifamily investing, syndications, and passive-income strategies.
Tim Fergestad - Asset Ownership, Passive Syndications, Operator Evaluation, Investor Psychology, And Decision-making During Market Uncertainty.
Jeff Adler - Multifamily Market Data, Apartment Demand, Rent Growth, New Supply, Institutional Capital, Emerging Markets, And Investment Risks.
Brett Swarts - 1031 Exchanges, Deferred Sales Trusts, Capital-gains Tax Deferral, Wealth Preservation, Partnership Dissolutions, And Passive Income.
Ryan Thomas - Commercial Property Insurance, Lender Requirements, Claims History, Underwriting, Master Policies, And Managing Insurance Risk Across Multifamily Portfolios.
Nathan Sosa – Year End Tax Strategies
October 02, 2026
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 Audit Defense Division at Hall CPA, Nathan Sosa, to discuss some end-of-year tax strategies. Tuning in, you’ll hear why passive tax planning is so problematic, the power of using tax strategies as a method of saving, Hall CPA’s tax philosophy, and more. We delve into key tax strat...
Darshit Shah — Beyond the Property Management Report
September 18, 2026
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 shares how he combines AI tools like Claude and Obsidian with human oversight to analyze property reports, benchmark expenses, and identify missed revenue from items such as pet fees, late fees, and utility reimbursements. He also explains why economic occupancy can be more revealin...
Your Investment North Star with Matt King
September 11, 2026
What keeps a compelling opportunity from pulling you off course? In this episode of the Real Estate Investor Podcast, host Gary Lipsky welcomes back Matt King, CEO of GoBundance and leader of DRO Investments, for a session recorded at the 2026 Virtual Invest Smart Summit. Matt shares a practical framework for defining a family investment thesis, evaluating risk more intentionally, and making disciplined decisions about where capital does and does not belong. They also explore using artificial...
The Cashflow Project · Low booking difficulty · 100 - 1,000 listeners
Real Estate Hustlers with Josh Appelman · Medium booking difficulty · 100 - 1,000 listeners
Real Estate Underground · Medium booking difficulty · 100 - 1,000 listeners
Wealth Within Reach · Low booking difficulty · 100 - 1,000 listeners
Real Estate Investor Podcast is hosted by Gary Lipsky. Its publicly listed email is info@breakofdaycapital.com. For guest bookings, the host or producer is usually the best person to reach. Podseeker helps you find direct host and producer contacts and pitch from your own inbox.
The publicly listed email for Real Estate Investor Podcast: info@breakofdaycapital.com.
Podseeker estimates Real Estate Investor Podcast reaches 100 to 1,000 listeners per episode. Only the publisher has exact numbers.
Real Estate Investor Podcast typically books working professionals with real expertise. Typical guest background: Founders, managing partners, senior executives, and specialized advisors with direct expertise in multifamily or commercial real estate, investment analysis, taxation, insurance, or related services. Common among recent guests: Leading a real estate investment or advisory firm; Holding a senior role at a recognized real estate data or services company; Publishing books or educational resources on investing or taxation. Recent guests include Tim Fergestad, Jeff Adler, and Brett Swarts.
Medium. Guests usually need solid credentials in the topic and an idea that fits the show.
Recent episodes cover Multifamily, Real Estate, Investing, Syndication, and Passive Income. Pitch an idea tied to one of these topics and mention a recent episode.
Publicly listed emails
info@breakofdaycapital.com
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