The Hidden Nightmare of Owning a Luxury STR I Episode 116
The David Greene Show
David Greene
4.9 • 701 Ratings
🗓️ 17 February 2026
⏱️ 80 minutes
🧾️ Download transcript
Summary
Today’s show features an interview with former Marine and current RE agent/investor Sean McDonnell. Sean shares his story of how he focused on buying one house a year, slowly building up his RE portfolio while also building a RE sales team using skills he learned during his time in the military. Sean’s story changed when his STR property manager quit on him, leaving him managing three of his own properties. The burden of that work led Sean to look into executing a 1031 where he traded three small STR’s for one lakefront luxury property he had stayed at with his family and loved the experience. The story turned ugly at this point, and Sean shares lessons he’s learned trying to manage a luxury STR property with so many complications he did not expect. Tons of juicy lessons are in this show you don’t want to miss!
Transcript
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| 0:00.0 | Welcome to Real Talk Real Estate, the show where we cover how to build wealth in real estate with no fluff, no BS, and no sales pitches. I'm David Green, and I've been doing this for over 10 years. I've seen the ups, the downs, and everything in between. This is the show where we pull back the curtain and show it to you too. So if you want to build wealth through real estate or you just love learning about it you found your home what's going on everyone |
| 0:21.6 | welcome to real talk real estate this is the david green show and we've got another fantastic |
| 0:26.9 | episode for you in our series on air bn bann b nightmares the short-term rental market is a blaze |
| 0:33.0 | and just because the thumbnail for this episode didn't have a bunch of fire doesn't mean that people |
| 0:37.4 | aren't |
| 0:37.7 | struggling. And I'm joined today by all around real estate enthusiastist Sean McDowell, who's got |
| 0:43.2 | a story that he's going to share with us as well as some practical advice that we can use to apply |
| 0:48.0 | to our business, whether we're selling houses, owning houses, or just interested in how the whole |
| 0:51.9 | thing works. So, Sean, thank you for joining me today. Thanks so much for having me, David. It is a honor to be here. Yeah, it's pretty cool. Sean runs a real estate team and they're reading the books that I have for real estate agent. So if you're a real estate agent and you're listening to this, we do put out a show every week called Real Talk Realtor, where we interview real estate agents and talk the business. And I've written some books and made some resources for agents as well. |
| 1:14.7 | I'm going to put you on the spot here, Sean. |
| 1:16.7 | What have you liked about the books? |
| 1:18.8 | And hopefully it's not too hard to think of like one thing that was good about them. |
| 1:22.7 | Yeah. |
| 1:23.1 | I love the initial, your initial books sold. |
| 1:27.0 | We actually give that book to every new agent that |
| 1:31.5 | joins our team. And I love like the practical mentality that you use towards building your |
| 1:38.7 | real estate sales business. And the steps you have for like building a solid foundation. |
| 1:46.0 | Specifically like a couple of nuggets that we've taken out of it is like how you initially built your business mostly on referrals and just diving into these relationships with people that you already knew and providing like a great experience in |
| 2:03.5 | buying a house down to like helping them move or buying them pizza on the night that they're |
| 2:09.4 | moving in and delivering it and meeting you know their friends and their parents and their |
| 2:14.0 | families some practical tips like that but but also just, you know, I just |
| 2:20.9 | respect how you think. And yeah, so we've, we've had a lot of fun reading and working |
... |
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