Gary Lipsky is a real estate entrepreneur who has a focus on multifamily syndication and currently has $65MM AUM. He is the President of Break of Day Capital, whose mission is to positively impact the lives of their investors and the communities in which they invest through the highest level of transparency and fiduciary responsibility. Gary is also the host of the Real Estate Asset Management Podcast.

Tyler and Gary’s discussion focused on how to be a best-in-class operator by optimizing your execution and playing the long game in real estate. Highlights include:


How to get a foot in the door in multifamily syndication
Gary’s three pillars of asset management: Measure everything, be proactive and have accountability
Tools Gary leverages for key performance indicators and managing his team
Focusing on net operating income
Building contingency plans in deals
How often Gary’s team meets with their property managers and investors
Executing secret shopper reports
How to strengthen investor relations
How the economic landscape effects Gary’s portfolio and economic thesis
The role mindset plays in Gary’s asset management success
Gary’s experience of going 15 months without making a deal
Gary’s asset management “superpower”

Connect with Gary:

Website: http://www.breakofdaycapital.com
LinkedIn: https://www.linkedin.com/in/gary-lipsky/
Instagram: https://www.instagram.com/breakofdaycapital/
Facebook: https://www.facebook.com/BreakofDayCapital

The following books were mentioned in the show:

Best in Class by Kyle Mitchell & Gary Lipsky
Buy it, Rent it, Profit by Bryan Chavis
Crucial Conversations by Kerry Patterson

Are you a real estate investor looking to elevate your income, freedom & lifestyle? If so, optimize your daily performance by downloading our free guide, Raising the Bar - 5 Steps to Elevate Your Habits, at elevatepod.com

In this guide, created by your host Tyler Chesser, you’ll learn why you do what you do, how to easily institute cues in your environment to trigger desired behavior, directly applicable steps to create a fulfilling future and much more.

This episode of Elevate is brought to you by CF Capital, a national real estate investment firm. CF Capital’s mission is to provide property investment and asset management solutions to help investors like you maximize their returns by investing in high-value multifamily communities.


If you are looking for risk-adjusted alternative investments in quality apartment communities, and are seeking tax optimized cash flow with appreciation upside without all the hassle of management, you might benefit from learning more about investing alongside our team.


You’re invited to reach out and learn how you can invest with us by visiting cfcapllc.com.

We’re also currently offering a free ebook called The Bottom Line - 10 Ways to Increase Cash Flow in an Apartment Complex. Whether you’re a new or an experienced investor, we’re confident you’ll find massive value in this resource. Get your free copy today at cfcapllc.com.