The Short Term Rental Playmaker
May 27, 2026 · 38 min · 16 segments
Today Joe sits down with Bill Faeth and Chris Wharton, two pioneers working with Claude AI to bring you a game changer for managing your short term rentals. In this video Bill and Chris break down…
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It is.
It's huge for our business, and when I joined your accelerator program four years ago, you know, you guys were already using Jasper, which I started using Jasper at that time as well for listing descriptions and, you know, email marketing and all kinds of stuff, but you guys have been using it for a long time.
What are some of the biggest things that you used before now into the business that has really helped you?
You know, I mean, I think if we go back, honestly, it was like November, December 2019, Chris, when we first started using...
When we first kind of dipped our toe into AI.
I'll never forget our very first mastermind meeting in Gulf Shores.
Literally, I think the first thing we led off with, this was probably like March or April of 2020, was AI, and it was Jasper back then, right? And then it was probably three years after that is when you saw Jasper.
Um, and Jasper has been a tremendous writing tool, but the same guy that built that built Otter, which had some great AI functionality in it that people have used for note-taking and stuff like that.
And just to see kind of what's happened over the last five, six years, I mean, it's, it's pretty incredible, especially for somebody of my age, right? So what's interesting is, you know, Chris is, what are you, like 15 years younger than me, I think-
About, yeah
... and then Caleb, who is also on our team, who you know, Joe, is 15 year- years younger than Chris, right? So I'm 53, Chris is like 37, Caleb's like 24, 23.
It's just, it's crazy to see the difference of how all three of us use it.
And I'm gonna be perfectly honest with you, I have a Claude account, I have a ChatGPT account, I have a Jasper account, I have an Otter account, um, I have, um, a Gamma account.
I've got a, um, hello, what's the...
Chris, what's the video? Hello, what's the-
HeyGen.
HeyGen account, Joe.
But I have resided to become the guy so I can really try to connect with my community to not be the one that's building everything.
It is.
It's huge for our business, and when I joined your accelerator program four years ago, you know, you guys were already using Jasper, which I started using Jasper at that time as well for listing descriptions and, you know, email marketing and all kinds of stuff, but you guys have been using it for a long time.
What are some of the biggest things that you used before now into the business that has really helped you?
You know, I mean, I think if we go back, honestly, it was like November, December 2019, Chris, when we first started using...
When we first kind of dipped our toe into AI.
I'll never forget our very first mastermind meeting in Gulf Shores.
Literally, I think the first thing we led off with, this was probably like March or April of 2020, was AI, and it was Jasper back then, right? And then it was probably three years after that is when you saw Jasper.
Um, and Jasper has been a tremendous writing tool, but the same guy that built that built Otter, which had some great AI functionality in it that people have used for note-taking and stuff like that.
And just to see kind of what's happened over the last five, six years, I mean, it's, it's pretty incredible, especially for somebody of my age, right? So what's interesting is, you know, Chris is, what are you, like 15 years younger than me, I think-
About, yeah
... and then Caleb, who is also on our team, who you know, Joe, is 15 year- years younger than Chris, right? So I'm 53, Chris is like 37, Caleb's like 24, 23.
It's just, it's crazy to see the difference of how all three of us use it.
And I'm gonna be perfectly honest with you, I have a Claude account, I have a ChatGPT account, I have a Jasper account, I have an Otter account, um, I have, um, a Gamma account.
I've got a, um, hello, what's the...
Chris, what's the video? Hello, what's the-
HeyGen.
HeyGen account, Joe.
But I have resided to become the guy so I can really try to connect with my community to not be the one that's building everything.
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