The Short Term Rental Playmaker – Details, episodes & analysis

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 - tyler@savvy.realty | (828) 620-2541 

Today Joe talks to Jeff Chisum with STR Home Financing. Jeff is one of the best in the industry for Loans and Financing within the rental space. He specializes in 10% down financing for vacation homes/STR properties in all 50 States. We have options from fully qualifying to bank statement loans. Additionally we have DSCR loans that are very STR friendly.

Joe talks to him about loans, the best types and times for each of them, the process, and just his general advice when looking into purchasing a Vacation Home Rental.

If you want to get in touch with Jeff, go to his website https://strhomefinancing.com/ or call him at 817-984-5481.

Today Joe talks to Savvy STR Agent Dashia LoCoco. They go through what got her started in the business, how she is doing now, and her outlook at the future. 

Dashia LoCoco is a licensed Florida Realtor and registered critical care nurse who brings a holistic approach to life and real estate investing. She calls on her precision, foresight and trusted network of local STR experts to create smooth, hands-off deals and properties that perform for her investors. Through her years as a traveling nurse, living across the U.S., she's seen city after city surge in the STR market. That experience creates a great perspective and strong belief that the hidden treasure of Jacksonville holds incredible, untapped potential for investors to build their wealth and portfolios.

This is a city filled with culture, rivers, intercoastal waterways, charming neighborhoods, pristine beaches and even a countryside--that most investors have yet to discover. With downtown revitalization happening now, new businesses emerging, world-class healthcare systems expanding and the PGA tour spotlight, demand is rising quickly. And what investor doesn't want to be ahead of the game with early access to Jacksonville's growth and expansion? 

Dashia wants to form a lifelong partnership with her investors, while making the process seamless from start to finish. There are only a handful of cities that offer this level of potential for STRs and Jacksonville is one of them. The window of opportunity is still open-- and with Dashia guiding the way, you can build lasting wealth in a market that's just beginning to be discovered!

To get in touch with Dashia email dashia@savvy.realty  or call (904) 625-0546

Today Joe talks to Tom Ackley, Owner at Getaway and Stay. Tom has maintained a level of excellence that awarded him with the short term secret investor of the month honor. The two talk about Tom's experience, passions and of course Getaway and Stay. 

Getaway and Stay offers top-tier vacation rentals in stunning locations such as the Smoky Mountains, Door County, Green Bay, Gulf Shores and Cody. Each destination provides a unique mix of natural beauty and local attractions, ensuring a memorable getaway. Whether you’re looking for a cozy mountain cabin, a luxurious beach house, or a chic urban home, Getaway and Stay delivers comfort and style in America’s most desirable vacation spots. 

If you would like to get in touch with Tom visit https://www.getawayandstay.com/
or call him at 1 (414) 387-3036. 

Today Joe talks about a vital piece of the Short Term Rental Playmaker playbook, Calendar Management. What you can do throughout Spring Break and into Summer to maximize your profits, properties and more. If you have any questions please leave a comment down below and we will catch you in the next episode!

This week Joe brings on a dear friend, Harshad Lalan. Harshad and his wife Ishita are the creative minds and passionate entrepreneurs behind two thriving ventures: 5Seasonshomestays and Ishita Interiors. This dynamic couple combines their love for design and hospitality to create exceptional experiences, both in the spaces they design and the homes they host.

Harshad Lalan brings a strategic and hands-on approach to both businesses, ensuring that every project and guest experience is handled with the utmost care and precision. His expertise in management and customer service is the backbone of 5Seasonshomestays, where guests enjoy personalized stays that feel like a home away from home.

Talking through his business insights, he walks us through the hands-on approach that brought his business so much success. 

To get in touch with Harshad please go to https://www.5seasonshomestays.com/

You can also contact him by phone at 1 (828) 844-8799 or their by their business email - guest@5seasonshomestays.com

In this episode of the Short-Term Rental Playmaker Podcast, I sit down with Ryan Duffy and Shae Duffy, a powerhouse couple who are redefining what short-term rentals can look like in the Greater Branson area, specifically Omaha.

Ryan and Shae aren’t just buying properties—they’re building and developing unique, experience-driven homes designed to stand out in a crowded market. From breathtaking Ozark views to creative builds like their container home, their portfolio proves that design and intentionality matter.

But what makes their story truly powerful is the sacrifice behind the success.

At one point, Ryan and Shae made the bold decision to move their family into a much smaller space so they could rent out their own primary home. That short-term discomfort created long-term momentum—and became the foundation for what is now a growing short-term rental empire.

Today, they lead Ozark Mountain Realty Group and Ozark Mountain Vacation Rentals, helping investors build, buy, and manage high-performing STRs throughout the Ozarks.

What we cover in this episode:
Why building unique homes beats copying cookie-cutter STRs

The container home build and how it attracts premium guests

The personal sacrifices that accelerated their growth

How they evaluate land, views, and locations in the Ozarks

Transitioning from owners to developers, Realtors, and operators

Lessons learned while scaling a vertically integrated STR business

If you’re thinking about ground-up development, designing standout properties, or making short-term sacrifices for long-term freedom, this episode will seriously light you up.

🎧 Tune in to hear how Ryan and Shae Duffy turned vision, grit, and smart risk-taking into a thriving short-term rental brand in the Ozark Mountains.

In this episode of the Short-Term Rental Playmaker Podcast, I sit down with Steve Resnick, a featured author in Hospitable Hosts Couples Edition, whose journey is a masterclass in scaling with intention.

Steve started just like many hosts—owning three short-term rentals in the Ocean City area. But instead of stopping at ownership, he saw an opportunity to build something bigger. Today, Steve runs a property management company overseeing 80+ short-term rental properties called HeavenlyRez, helping other owners maximize performance while building a sustainable, systems-driven business.

We dive into how Steve made the leap from owner to operator to leader, the challenges that come with rapid growth, and the mindset shifts required to scale beyond yourself.

What we cover in this episode:
How Steve and Kim transitioned from owning a few STRs to managing 80+ properties

The early mistakes he learned from when scaling a management company

Systems, staffing, and processes that make large-scale operations work

Why hospitality and trust are the foundation of long-term growth

Advice for hosts who want to move from “side hustle” to real business

If you’re a host thinking about scaling, co-hosting, or launching a property management company, this episode is packed with real-world insights from someone who’s done it the right way.

In this special episode of the Short-Term Rental Playmaker Podcast, I’m switching seats and sitting down with my wife, Jen Rohne, to share our story—the real one behind the business, the brand, and the growth.

From sharing an office and figuring things out as we went, to designing and setting up short-term rentals, co-hosting properties, and building a hospitality business together, this episode is all about the big leaps we took—personally and professionally.

We talk openly about how we leaned into each other’s strengths, navigated uncertainty, and made intentional decisions that allowed us to grow and scale without losing sight of our relationship. This journey wasn’t about having it all figured out—it was about trusting each other, taking action, and jumping together.

As co-authors in Hospitable Hosts, this conversation reflects what we believe deeply: the strongest businesses are often built through partnership, alignment, and shared vision.

What we cover in this episode:
What it really looks like to build a business as a couple

The leap from shared desk to shared vision

How design, systems, and hospitality became our growth engine

Using complementary strengths instead of competing roles

Lessons we learned the hard way while scaling together

Why jumping together matters more than jumping fast

If you’re building a business with your spouse—or thinking about it—this episode is for you. It’s honest, reflective, and full of lessons we wish we’d known earlier.

🎧 Tune in for a behind-the-scenes look at how we built, grew, and scaled—together.