005: Why use an attorney when buying a PMC - Monica Gilroy

In this episode, I’m joined by Monica Gilroy, a nationally recognized attorney who specializes in property management and acquisitions. Monica and I break down why having the right attorney involved when buying a property management company isn’t just helpful — it’s essential.

We talk about the mistakes we see buyers and sellers make when attorneys are brought in too late (or not at all), how contracts and structure can make or break a deal, and why acquisitions need to be approached like a chess game, not a sprint. If you’ve ever thought “I’ll just get a lawyer to paper this at the end,” this episode is for you.

This conversation is especially important for operators who are stepping into an acquirer mindset and want to protect themselves, their teams, and their future growth.

In This Episode
✔️ When an attorney should be involved in a property management acquisition
✔️ Why buying contracts is often cleaner than buying an entire company
✔️ The dangers of skipping NDAs, LOIs, and proper deal structure
✔️ Common legal mistakes buyers and sellers make in the early stages
✔️ How assignability clauses impact the value of a PMC
✔️ Why clawbacks, employment agreements, and liabilities must be clearly defined
✔️ The emotional and operational risks of rushing a deal
✔️ How sellers should prepare well before they’re ready to exit

More About Jordan
Monica Gilroy is a nationally recognized attorney with more than 30 years of legal experience and a deep specialization in property management and acquisitions. With a practice that spans single-family property management companies of all sizes from small owner-operators to large institutional firms, Monica Gilroy advises clients on acquisitions, contract structure, assignability, employment agreements, fair housing, and regulatory compliance. Known for her practical, business-minded approach, Monica helps buyers and sellers navigate the legal complexities of acquisitions early and strategically, ensuring deals are structured to protect value, reduce risk, and support long-term success.

PM University: https://pmuniversity.com/

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