Feb 06 2025 29 mins
In this episode of the Go Big! Live Real Estate Investors Podcast, host Matt Drouin interviews Gary Lipsky, founder and CEO of Break of Day Capital. Gary shares his journey from owning small businesses in North Jersey to acquiring over 3,200 apartment units worth more than $300 million. He discusses his transition from the education industry to real estate, including his key entrepreneurial ventures, challenges, and successes. Gary explains his first big commercial real estate deal and highlights the importance of persistence, networking, and strategic planning in the real estate business. They also delve into effective investor communication, deal flow methodology, and maintaining operational efficiency during market fluctuations.
00:00 Introduction and Host Welcome
00:36 Guest Introduction: Gary Lipsky
01:18 Gary's Entrepreneurial Journey
02:55 Transition to Real Estate
06:48 First Big Deal Experience
10:02 Challenges and Successes
12:18 Capital Stack and Deal Flow
15:49 Investor Relations and Networking
19:35 Newsletter Strategies
22:00 Property Management and COVID Challenges
25:36 Exit Strategy and Market Conditions
28:32 Conclusion and Contact Information
Get in Contact With Gary:
Website: https://breakofdaycapital.com/
Instagram: @breakofdaycapital
Youtube: @breakofdaycapital