Podcast artwork thumbnail for Real Estate Investor Podcast

Real Estate Investor Podcast

Gary Lipsky

Booking Overview

An interview-led real estate investing show focused on multifamily, commercial property, syndications, market conditions, and passive wealth-building, with recurring guests who are experienced operators, executives, and specialized advisors. Credible pitches include multifamily investors, real estate founders, market-data analysts, tax strategists, insurance advisors, and other experts with practical investment insight; booking difficulty is medium because the show seeks qualified industry professionals rather than celebrity-level guests.

Metrics

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

Contact Information

Publicly listed emails

info@breakofdaycapital.com

Looking for the right person? Join Podseeker to find direct host and producer contacts and manage your podcast outreach.

Host

Gary Lipsky - Real estate investor and leader at Break of Day Capital, focused on multifamily investing, syndications, and passive-income strategies.

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
Founders, managing partners, senior executives, and specialized advisors with direct expertise in multifamily or commercial real estate, investment analysis, taxation, insurance, or related services.
Required Achievements:  
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, Building substantial practical experience in multifamily acquisitions, syndications, or portfolio management

Recent Guest Discussions

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.

Recent Topics

Multifamily, Real Estate, Investing, Syndication, Passive Income

Episodes

Here's the recent few episodes on
Real Estate Investor Podcast
:

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...

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Frequently asked questions

Here's some frequently asked questions for
Real Estate Investor Podcast
:

How do I get in touch with Real Estate Investor Podcast?

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.

What is the email for Real Estate Investor Podcast?

The publicly listed email for Real Estate Investor Podcast: info@breakofdaycapital.com.

How many listeners does Real Estate Investor Podcast have?

Podseeker estimates Real Estate Investor Podcast reaches 100 to 1,000 listeners per episode. Only the publisher has exact numbers.

Who is an ideal guest for Real Estate Investor Podcast?

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.

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

Medium. Guests usually need solid credentials in the topic and an idea that fits the show.

What topics does Real Estate Investor Podcast cover?

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

Looking for the right person? Join Podseeker to find direct host and producer contacts and manage your podcast outreach.

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