031: How to Build, Buy & Sell a Property Management Company with Marc Cunningham

In this episode I’m joined by Marc Cunningham, CEO of Grace Property Management, a true veteran of the property management industry who has experienced acquisitions from just about every angle.

Marc grew up in the business his father founded in 1978, eventually bought into the company through seller financing, helped grow Grace Property Management through multiple acquisitions, and most recently experienced the other side of the table when the company was acquired by ROAM.

Marc and I talk about what decades of buying, building, and selling have taught him, from creative deal structures and client attrition to due diligence, knowing when to walk away, and avoiding the “deal heat” that can cause buyers to overlook major red flags.

We also get into the decision to sell a successful family business while things were still going well, how Marc chose the right buyer, what the transition looked like for his team, and the identity shift that comes when the company you’ve spent decades building is no longer entirely yours.

If you’re considering buying a property management company, thinking about your eventual exit, or simply want to build a business with more long-term value and optionality, this episode gives you a rare look at both sides of the acquisition table.

What You’ll Learn in This Episode:
✔️ How Marc went from growing up in a family property management business to becoming an owner himself
✔️ What he learned from buying multiple property management companies over the years
✔️ How to structure acquisition deals around retained revenue and expected client attrition
✔️ Why knowing your acquisition Buy Box helps you recognize the right opportunities
✔️ The biggest red flags Marc looks for during acquisition due diligence
✔️ Why “deal heat” can cause buyers to overlook problems they normally wouldn’t ignore
✔️ How to think about sunk costs when deciding whether to move forward or walk away from a deal
✔️ Why some of Marc’s best acquisition decisions were the companies he chose not to buy
✔️ What ultimately led Marc to sell Grace Property Management while the business was still performing well
✔️ How he evaluated potential buyers and ultimately chose ROAM
✔️ What Marc learned about communicating an acquisition to employees and navigating the transition
✔️ The identity shift that can happen when you sell a business you’ve spent decades building

More About Marc:
Marc Cunningham is a longtime property management leader with decades of experience building, buying, and selling property management companies. He grew up in the family business his father founded in 1978 and eventually purchased his ownership stake through seller financing. Over the years, Marc helped grow Grace Property Management through multiple acquisitions before ultimately selling the company to ROAM. His experience on both sides of the acquisition table gives him a unique perspective on deal structure, due diligence, operational growth, leadership, and preparing a property management business for a successful exit.

Website: https://www.rentgrace.com/

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