The Short Term Rental Playmaker

Today Joe comes on for a solo podcast. He shares his experiences over the last four years of being in the Short Term Rental space and some things he has learned along the way.

Things have gotten more crazy and busy over the years, so Joe has taken some time to look at his business and make some changes to make things run more smoothly and effectively.

Take a look at your business and see if anything that Joe mentions today on the podcast could be modified to fit your needs. Thank you so much and we will be back next week with another amazing episode.

This week Brad and Mo Crawford return to the new Short Term Rental Playmaker Podcast, after having a fantastic leap since we last spoke to them. 

Since their last appearance on the show things have certainly changed. They added many more retail properties to their lists, have gained a tremendous amount of experience, and are here to share that experience with you.

Thank you so much to Brad and Mo for coming back onto the show and for never stopping their growth in the rental market.

Today Joe is joined by Tanya Rooney. Tanya is a real estate proprietor, podcast host, author, and coach, helping entrepreneurs build scalable momentum by creating communities that are centered around growth, education, and authentic networking. As the owner of BAFS Real Estate and Yay You’re Here Properties in her home state of Minnesota, Tanya has spent the last 15 years building her own career, as well as coaching others, on the foundation of resourcefulness and connection with others. Her philosophy is that no one can win alone, and this stands as the cornerstone of her Tribe Builders brand. Most new entrepreneurs think that you have to walk through the fire alone before you can find your people, but Tanya believes the opposite. By teaching people how to create meaningful connections and build their own communities around shared vision and ambitions, she helps entrepreneurs accelerate their progress by creating an environment in which they can get the support, advice, and insight they need to make their next move.

Tanya also hosts the Tribe Builders Podcast, focused on bringing more attention to the importance of cultivating your community from the start, and was recently published as a co-author in a multi-author book called, Hospitable Hosts 3, in which she talks about her secret sauce for short term rentals success.  When Tanya isn’t talking about real estate and short term rentals she is podcasting, traveling, cooking, eating, cycling, hiking and most of those with her husband Matt!

To get in contact with Tanya go to - https://www.tanyarooney.com/contact
or Email - [email protected]

In this episode, Joe sits down with Jodie Odlin — and amazing Host who built and remotely runs a 15-property short-term rental portfolio in the small English town of Tetbury, and the founder of Hospitable Hosts, a global book series and community built to raise the standard of hospitality in short-term rentals. Jodie shares how Hospitable Hosts grew out of pandemic-era conversations into a multi-volume bestselling book series (now spanning multiple editions, including a Couples Edition and a Sisterhood Edition) featuring real stories from real hosts, and why she believes putting guests first is a business strategy, not just a nice-to-do.


Jodie and Joe also dig into the upcoming Hospitality Summit, taking place September 28 – October 1 in upstate New York — a chance for STR hosts and hospitality leaders to connect face-to-face, trade what's working, and build real relationships in an industry that's often run behind a screen. If you're a host looking to level up your hospitality game and meet other operators in person, this is one to have on your radar.


Register for the event here
https://www.theglobalhospitalitycollective.com/summit


Connect with Jodie Odlin & Hospitable Hosts:
Website: hospitablehosts.com

LinkedIn: linkedin.com/in/jodie-odlin

Today Joe interviews Michael O'Connell, the founder of Happy Guest. Happy Guest is a guest management software that empowers Airbnb hosts and short‑term rental managers to deliver memorable, professional guest experiences for every stay, every time. Through thoughtful automation, every interaction feels warm, human, and completely seamless—all leading to a happy guest.

Mike came from Turno, the #1 housekeeping platform in short-term rentals, where he learned exactly which operational problems break most hosts. Then he founded Happy Guest with his friends.

At Happy Guest, Mike is creating an operational backbone — a system that takes the chaos out of hosting and turns it into something hosts can actually run.

He's also a host himself, hosts Happy Guest Live!, Revenue Rehab, runs the Happy Guest community, and shows up wherever hosts gather.

Mike's passion is making the work of hosting feel easy.

If you want to get a hold of Mike or learn more about Happy Guest go to
https://www.happyguest.com/ or book a demo at https://www.happyguest.com/demo.

In today's solo episode, Joe talks about how to build and then manage generational wealth for your family. One thing that a large portion of the wealthiest people have or invest in is Real Estate. Real Estate is one of the best ways to build generational wealth, allowing fundamental growth that can continue to expand as you invest more into it. 

Joe lays down the foundation to get you started down the path and gives you information to help you succeed. If you have any questions please leave them down below and we will see you next week for another great episode! 

In today's solo episode, Joe breaks goes into detail about buying your first Short Term Rental. Analysis paralysis is a huge problem when it comes to selecting and then moving forward on your first rental. 

Joe gives you some examples and then explains how he overcame it to be where he is today. If you have any questions about today's topic please leave a comment down below and we will be back next week for another amazing episode.

Ryan Bakke began his career at Deloitte, the world’s largest accounting firm, where he specialized in Investment Management Taxation and led tax technology initiatives for some of the largest global investment banks. That experience gave him a front-row seat to how the wealthy strategically leverage the tax code to their advantage.

Today, Ryan is the founder of Tax Strategy 365, where we help real estate investors reduce taxes and build generational wealth through proactive, strategic planning. What started as a solo practice has grown into a platform where he has acquired multiple CPA firms—and is actively expanding further to bring even more real estate investors under our umbrella of expertise.

As the host of the Ryan Bakke Show, he teach thousands of investors how to use tax strategy as a wealth-building tool. From Roth IRAs and real estate professional status to cost segregation and charitable giving strategies, his mission is to simplify the complex and empower investors to make confident, tax-efficient decisions.

To learn more about Tax Strategy 365 go to - https://taxstrategy365.com/

To Get in touch with Ryan email - [email protected]

Michael Dinwiddie, founder of Hospitality HQ, built his business from day one for freedom — off his phone, and present with his family. In this episode, he shares how that mindset led to Rental Mind, his new software helping STR hosts stay organized and buy back their time. We dig into the chaos most hosts don't realize is eating their hours, and how Rental Mind turns that chaos into simple systems. Michael also gets real about what it actually takes to step back from day-to-day operations without things falling apart. If you're a host who feels owned by your rental business instead of the other way around, this one's for you.
In this episode:

Michael's path from Hospitality HQ to Rental Mind
Building a business around freedom, not just growth
How Rental Mind helps hosts get organized and off their phones
What "buying back your time" really looks like for hosts

Check out Rental Mind: https://rentalmind.ai/

Today's episode marks the 100th episode that Joe has done, bringing the audience information, great guests, and amazing stories. Across these two years Joe has never missed a week and always seeks to bring you the knowledge and confidence to start and meet your own goals with in the short term rental space.

Today Joe also has huge announcement. Tune in to see what that is and get a look at the next season of the Short Term Rental Playmaker Podcast. As always if you have any questions leave them in the comments below and we will be back next week for another amazing video!