Imagine buying a property management company with 1,000 doors. Four portfolio managers each hold relationships with roughly 250 owners. The financials and door count may look sound, but a question raised by recruiter Dylan Scroggins deserves its own place in due diligence: will you meet those four p...

I went quiet on my Tuesday emails for August. It was intentional: I gave myself a month away from the work that asked for the most creative energy. My Friday newsletter continued, I stayed active elsewhere, and the business kept running. But I stopped treating every channel as a plate that had to st...

When property managers talk about growth, the default plan is often door by door: find an owner, win a contract, then do it again tomorrow. That approach can work, but it takes years to build a company of size.

I recently invited Jeremy Harbour onto my show precisely because he has never bought a p...

The biggest takeaway from AppFolio's FUTURE conference in San Diego: the software on stage answered how to run a property management company better, while the questions in the hallways were about how to grow one. Operators kept asking the same two things all week: how do I find companies that want t...

Being a beginner on purpose can wake your brain up. This week, I started an online bootcamp on building AI agents with absolutely no background in the subject. I don't know what I'm doing, and I'm having the time of my life.

Why does learning something new feel so good?

I'm asking questions I have...

Where do you find a property management company to buy? Start by defining your target, making a list of companies that fit, and reaching out consistently. That's one of the three questions I hear all the time from owners thinking about acquisitions. The other two: should I build or buy, and am I act...

You already know you're ready.

That's not arrogance talking. That's the version of you that sees the boomers exiting, that understands generational wealth transfer isn't just economics, it's opportunity. That version of you knows door-by-door growth is fine, but it's not fast. It's not strategic. I...

Recently I saw another property management owner post their “HUGE WIN!”
Twelve new doors in one month.

The comments were full of fire emojis and “Crushing it!” replies.

Meanwhile, I kept thinking about my own win:
350+ doors. Seller financing. During COVID.

Started the deal in January 2020. Suppose...

Conference season is here, and if you’ve been to more than one, you know it’s equal parts exciting, exhausting, and unforgettable.

Sure — you’ll hear the usual tips: hydrate, pack business cards, bring a portable charger. Don’t worry, I’ll drop the basics at the end for anyone who wants the checkli...

“It is far better to have understood why you failed than to be ignorant of why you succeeded.” — Dr. Burgelman

In 2020, I made what some people might have called a crazy move:

I bought a property management company that was still being run entirely by the owner, with paper systems for everything….e...

A property management strategist's perspective on amplifying women's voices instead of replacing them

The Pattern I Can't Unsee

This year, I've noticed something troubling across professional networks, industry conferences, and workplace discussions: more and more men are speaking for women rather...

How one client's breakthrough reminded me why systematic business transformation matters

The Call That Changed Everything

Last week, I was deep into a strategy session with a property management business owner who manages over 500 single-family doors in one of the most complex markets in the count...