5 • 1.4K Ratings
🗓️ 31 March 2025
⏱️ 30 minutes
🧾️ Download transcript
🎙 Welcome back to the Episode 772 of Boostly Podcast! 🎙
If you’re a short-term rental host looking to streamline your business, avoid double bookings, and maximize efficiency, then today’s episode is for you! We’re diving into the world of Property Management Systems (PMS)—the software that can make or break your hosting experience.
In this episode, we’re joined by Toby Dore from Cajun Stays, an experienced Airbnb host, property manager, and world traveler who has spent 13 years in the short-term rental industry. Toby shares his journey of switching PMS providers, why he made the change, and how his current system, Uplisting, has transformed the way he runs his business.
We’ll cover:
✅ The challenges of managing multiple rental properties✅ How tech glitches forced Toby to find a better solution✅ The key features that make a PMS truly game-changing✅ How automation helps him manage his rentals while traveling✅ The must-have integrations that save time and boost efficiency
If you’re thinking about upgrading your PMS—or just want to hear real insights from an experienced host—stick around!
Connect with Toby Dore
Connect with Boostly
https://Boostly.co.uk/5steps
https://instagram.com/boostlyuk
https://Boostly.co.uk/podcast
Click on a timestamp to play from that location
0:00.0 | Welcome back to the Boosley podcast. This is the podcast that gives host the tools, the tactics, the training, and most importantly, the confidence to go out there and get yourselves direct bookings. |
0:08.0 | We're doing something slightly different today, and we've done this on a few previous episodes, which were very popular. |
0:13.0 | We even had some of the software providers reach out to us and say, hey, can you do this and can you talk to somebody who's using our software? So what we're going to do today |
0:21.1 | is we're going to talk about a particular property management system or channel manager, some people |
0:25.9 | call them. The reason we're doing this is so you can really get to understand from not us |
0:31.2 | at Boostley, but from a host that actually uses this tool, what they like about it, what other |
0:36.4 | features they'd like to see in the future |
0:37.9 | and the reasons they switch to it. And that gives you more information if you're considering |
0:42.2 | switching. Now, really important to say that we're partnered here at Boosley with many, many |
0:47.5 | PMSs. There's not a single one that we recommend. What we always say is go and test them out, |
0:52.2 | or like this podcast does, listen to other people |
0:55.3 | who's using it, see what you think, and then if it sounds good, you can click the link and |
1:00.1 | you can go and test it out. Many of these softwares give tests these days. So to help me with |
1:05.2 | this, we've got an awesome host from the Boostley community. He's, accountant as a friend. He's been on the podcast before. |
1:16.6 | We've got Toby Dior and he is from Cajun Stays. So welcome along Toby. Thank you for joining me to do this today. Thanks, Liam. Glad to be here. So can you give an elevator pitch into yourself, Toby? |
1:24.4 | Where are you based? What kind of things do you do in hospitality and into your hospitality brand as well? |
1:31.9 | Yeah, so I'm in Lafayette, Louisiana. And so the unique thing about hosting here is this is the center of everything that is what's called the Cajun culture. And most people |
1:46.6 | go to New Orleans seeking that out. And that's one of the biggest tourist cities in the world. |
1:55.1 | Short-term rental is huge here. And I've been on the scene for 13 years as an Airbnb host, but I started a property |
2:05.0 | management company within the first six months doing arbitrage and managing the neighbor's |
2:12.0 | house next door within the first six months of joining Airbnb as a host and then and using it to travel. |
2:22.7 | I also have a travel blog called the Cajun Traveler, and I'm also a full-time professor at the |
... |
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