Today Joe talks about being in the heart of the Summer Season. New rentals coming in, the heat, maintenance issues, rental burn out and much more. Joe breaks it all down and what you can do to take steps to prevent it or get in front of it.

If you have any questions please leave a comment down below and we will be back next week with another amazing episode!

Today Joe welcomes back Melissa Young with the Savvy STR agent team. Melissa was a guest on the show back when it was called Cohost Coach where she talked about herself, what she does, bringing her experience into the real estate side of things. Today she returns to talk to Joe about investing in the Midwest. With so much prime real estate, the benefits far outweigh anything else. Melissa and Joe break it down today on this addition of the Short Term Rental Playmaker Podcast.

Melissa Young is a St. Louis short-term rental Realtor, Airbnb real estate agent, and STR investment specialist with eXp Realty, powered by Savvy STR Investors. 

To get in touch with Melissa you can email her at - [email protected] or call her at (314) 707-7886

Today Joe is joined by Beth Turner. Beth is the founder and CEO of Simpli Host, an all-in-one property management software platform. Designed specifically for hands-on, short-term rental hosts (such as Airbnb or VRBO), the platform helps individuals juggle day-to-day tasks, unified messaging, team management, and property maintenance.

Simpli Host consolidates those operations by allowing hosts to manage everything in one central place, eliminating the constant anxiety of wondering if a cleaner showed up or if the hot tub was working. Key features of Simpli Host include Centralized Messaging, Smart Integrations, Task Automation, Policy Enforcement and much more. 

If you want to get in touch with Beth you can visit https://simplihost.com/ or call 1-608-620-5151.

Today Joe talks about that problem guest. It's peak season right now and business is great. All your rentals are booked full and the summer is looking bright, but then you have that one problem guest. How do you deal with them? What are steps you can take to resolve the issues they are having or fix them before they even become issues?

Joe will answer all these and more, talking about what has worked for him in the past and going into detail on the steps you can take to be successful, even when dealing with a problem guest. If you have any questions comment below and we will see you next week for another amazing guest!

Today Joe is joined by one of the best cleaning and handyman in Panama City Beach, Katie Elder. Katie started with just a single condo a week and with her husband turned it into a well oiled machine working with many different crews and now service 28 units. They work along side many other families to keep everything looking amazing to help both the Host and the Guests have an amazing stay at each and every one of their units.

Katie fights through the misconceptions that all you need is a cleaner or a handyman and your property can be successful. She wants every client she works with to know her standard, her quality, her integrity so that each time she comes out to a unit they know its being taken care of and is in good hands. Katie states that communication between herself and the hosts and guests is the key to to a strong relationship and lasting business. 

If you have any questions for Katie please leave them below in the comments and we will see you all next week for another amazing show!

Every day you're not using AI in your STR business is a day you're leaving time and money on the table. The operators winning right now aren't working harder — they're working smarter, and tools like Claude are a big reason why.

In this episode, Joe sits down with Bill Faeth and Chris Wharton to talk about how AI is transforming the short-term rental industry. Bill, Chris, and their team are actively building powerful AI skills inside Claude that are helping hosts and co-hosts automate tasks, cut overhead, and streamline operations in ways that used to require an entire team.

If you've been relying heavily on virtual assistants or feel like you're constantly buried in the day-to-day of running your STR business, this episode is your sign to start paying attention. The gap between operators who adopt AI and those who don't is growing fast — and this conversation will show you exactly how to get on the right side of it.

To Get In Touch with Bill and Chris go to - https://events.buildstrwealth.com/ai

Today Joe gets to sit down with Tyler Coon. Tyler Coon is the CEO and founder of Savvy Realty. Tyler has been focused exclusively on short term rental investment real estate since 2019. Based in Asheville, North Carolina, Savvy STR Agents is a dynamic real estate team with expansion agents across the country who are devoted to aiding investors in acquiring lucrative STR properties. Tyler has successfully expanded the team's presence to cover Florida, the Carolinas, Kentucky, the Smoky Mountains, Myrtle Beach, Southern California, and Washington, D.C., with plans for further growth. Tyler is committed to strategically aligning his clients with profitable opportunities, ensuring their success and financial growth in the dynamic world of short-term rentals.

Book A Call With Tyler - https://www.savvy.realty/tyler

Or Get In Touch With Him - [email protected] | (828) 620-2541 

Today Joe talks to Ryan Leake who two years ago started from scratch and today manages 60+ luxury short-term rental properties, and has coached dozens of early-stage operators as they signed their next clients, built their first real systems, and gained traction in their own management businesses.

Ryan Leake, originally from Mill Valley, CA, moved to Austin, TX in 2023, where he left corporate America and founded Host Del Casa, a short-term rental management company. 

After successfully building the business, Host Del Casa merged with Five Star Vacation Home Rentals (FSVHR), where Ryan is now a Partner for the #1 luxury short-term rental management company in Central Texas - managing 60+ luxury short-term rental properties across Austin and San Antonio.

In addition to his role at FSVHR, Ryan became a coach and consultant for STR Secrets, the leading short-term rental business coaching program, where he helped operators overcome self-limiting beliefs and build profitable, lifestyle-driven STR businesses. 

Today, Ryan continues to coach and mentor new short-term rental operators, share insights as a thought leader in the space, and prioritize a life designed around freedom, impact, and balance.

To get in touch with Ryan visit his website - https://www.ryan-leake.com/

Or book him for a one hour 1 on 1 consulting session at - https://www.ryan-leake.com/contact

Today Joe talks checking to see where you are at in terms of rentals and how well things went your 1st quarter of 2026. He talks about things you should be looking for, what you should be looking forward too, and how you can enter into the 2nd quarter of 2026 with a gameplan that works.

If you have any questions please let them in the comments below, thank you and see you all next week!

Today Joe talks to Brian Wilfong, a real estate investor with decades of experience and knowledge in the space. The two talk about Brian's experience getting into real estate investing in the beginning, how his experiences shaped his life path, and all the things he learned along the way. 

We will be back next week for another amazing show. If you have any questions please leave them down below in the comments!