SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips

Updated: 02 Dec 2025 • 281 episodes
www.smartstayshow.com

Welcome to the SmartStay Show, your go-to podcast for mastering Short-Term Rentals on Airbnb, Vrbo, and beyond. For more Airbnb tips, visit smartstayshow.com and smartstaycoaching.com. Hosted by 30-time Airbnb Superhost Jason Muth and Real Estate Attorney Rory Gill, we equip you with the tools to launch, manage, and optimize your vacation rental like a pro. Unlike other shows, we specifically cater to owners of small-but-mighty portfolios who self-manage their properties. Each episode delivers expert insights, legal tips, and proven strategies from successful hosts across the U.S. Whether you’re buying your first property, improving your listing, or looking to stay ahead of the competition, we offer actionable advice and real-life stories to help you thrive. From pricing strategies to guest communication, we provide the playbook to turn your property into a top-performing rental. Subscribe now and unlock your rental’s full potential with the SmartStay Show!

Show episodes

How do you turn a rustic flower farm into the Northeast's most enchanting glamping experience? On this episode, I step into the heart of the Vermont woods to chat with the incredible Melissa Hessney Masters, the creative force behind Tangle Bloom. This conversation is all about transformation: how Melissa took a rustic

34 min
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Ever wonder what it really takes to walk away from a steady W2 and reinvent your life in real estate and short-term rentals? In this episode, host Jason Muth sits down with Jeremy De Grasse for an honest, inside look at how they each stepped out of corporate careers and built thriving businesses in the stunning Adirond

44 min
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What happens when a pro athlete walks away from the game and builds an entirely new kind of success? In this episode, I had an in-depth conversation with former MLS goalkeeper Spencer Richey to explore his remarkable transition from the world of professional soccer to thriving real estate entrepreneur. Spencer shares t

36 min
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Ever wondered what it really takes to make a vacation rental truly pet-friendly—and profitable? 🐾 In this episode, we sit down with John Bradford and Mike Shytle from Petscreening to unpack the world of pet screening and what it means for both hosts and guests. We dive into how hosts can build trust with pet-loving tr

36 min
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What happens when an ice cream shop owner decides to reinvent hospitality in the heart of bourbon country? 🍨🥃 In this episode, we sit down with Andrew Llewellyn, the creative force behind some of Louisville’s most exciting group-focused short-term rentals. From transforming forgotten commercial buildings into stylish

39 min
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Ever wondered what it takes to leave a tech career and build a thriving short-term rental business? In this episode, Morgan Steir joins me to share his journey from tech sales to managing a successful lakeside cabin in New Hampshire. Hear his honest insights on self-managing rentals, launching a home services franchise

42 min
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