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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 the pivotal mindset shift that allowed him to step away from sports, the courage it took to reinvent himself, and the excitement he found in helping others grow their wealth through innovative real estate opportunities.
You’ll hear Spencer break down the vision behind launching Sound Stays and The Missing Hotel, the real challenges of starting from scratch, and how he uses lessons from the field—discipline, resilience, and teamwork—to earn trust from investors and partners. He also opens up about balancing ambitious hospitality projects with the realities of family life, all while continuing to scale his growing portfolio.
If you’re curious about career pivots, real estate investing, or the personal growth that comes with betting on yourself, this conversation offers real, honest insights you won’t want to miss.
Things we discussed in this episode:
Spencer’s MLS-to-Real-Estate Career Pivot
The Rise of Sound Stays in Seattle
Leaving Pro Sports & Redefining Identity
Building The Missing Hotel in Texas
Launching Clear Line Capital
Raising Private Capital & Investor Trust
Scaling Operations & Building a Team
Balancing Family Life with Entrepreneurship
Guiding Pro Athletes in Wealth Building
Future Expansion Plans & Missing Island Project
Get in touch with Spencer:
Instagram - https://www.instagram.com/missinghoteltx/
Facebook - https://www.facebook.com/missinghoteltx/
Website - https://www.missinghotel.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #CareerTransition #Entrepreneurship #HospitalityIndustry #AthleteToEntrepreneur #WealthBuilding #PersonalGrowth #LeadershipJourney #PodcastEpisode
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
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 travelers while navigating the practical and legal challenges that come with allowing pets.
Rory shares his firsthand experience managing pet-friendly properties, and together we explore how clear policies, fraud prevention, and smart tech integrations are shaping the future of the vacation rental industry. Join us for a candid, insightful conversation about how technology, transparency, and good communication can make every stay smoother—for guests, hosts, and our furry friends alike.
Things we discussed in this episode:
The value and functionality of pet screening for vacation rentals
Financial and booking advantages of pet-friendly properties
Clear pet policies that protect owners and enhance guest trust
How Pet Screening supports compliance and policy management
Addressing service animal fraud and ensuring legitimate accommodations
Building digital pet profiles and tracking incident data
Managing pets in condos and HOA-regulated properties
Best practices and amenities for welcoming pets
Integrations with major property management and booking platforms
Pet Screening’s social mission: Fido Alert and Tabby Alert lost pet recovery
Get in touch with John or Mike:
Instagram - https://www.instagram.com/petscreening/
Facebook - https://www.facebook.com/PetScreening/
Website - https://www.petscreening.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #PetScreening #VacationRentals #PetFriendly
#PropertyManagement #ServiceAnimals #RentalTrends
#AirbnbHosts #PetPolicies #LostPets
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
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 hangout destinations to curating unforgettable experiences for bachelor parties, corporate retreats, and bourbon-loving travelers, Andrew has mastered the art of blending comfort, design, and storytelling.
Tune in as Jason and Andrew dive into how a bold vision — and a little Kentucky grit — can turn overlooked spaces into thriving hospitality hubs. You’ll hear about the power of niche marketing, the importance of creating experiences (not just accommodations), and what it really takes to stand out in today’s competitive short-term rental world.
Whether you’re an aspiring host, an entrepreneur, or just love a great reinvention story, this conversation will leave you inspired to think bigger about what’s possible in hospitality.
Things we discussed in this episode:
Get in touch with Andrew:
Instagram - https://www.instagram.com/iamandrewllewellyn/
Facebook - https://www.facebook.com/Superstayslouisville/
Website - https://andrewllewellyn.com/
https://superstaysstr.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #GroupTravel #Hospitality #LouisvilleKY #BourbonTrail #VacationRental #TravelPodcast #Entrepreneurship #SmartStays
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
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, and mastering everything from guest experience to vendor challenges.
A must-listen for anyone looking to grow as a host and entrepreneur.
Things we discussed in this episode:
Get in touch with Morgan:
Instagram - https://www.instagram.com/undercoverundercoaters/
Facebook - https://www.facebook.com/profile.php?id=61582390307696
Website - https://www.undercoverundercoaters.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #PropertyManagement #Entrepreneurship #SelfManagement #HomeServices #RentalSuccess #HostTips #GuestExperience
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
What makes some short-term rental listings instantly irresistible while others get scrolled past? 🎥
Join us and real estate photographer Kaylee DeCollibus as we dive into the secret sauce of standout listings — professional photos! Discover how eye-catching imagery goes beyond first impressions to shape guest experience, drive bookings, and capture a property’s true vibe.
From creative staging to lighting techniques and must-know do’s and don’ts, this episode shows why smart photography leads to smart stays — and lasting success.
Things we discussed in this episode:
Get in touch with Kaylee:
Instagram - https://www.instagram.com/kaydphoto_/
Facebook - https://www.facebook.com/Kaydphoto/
Website - https://www.kaydphoto.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #VacationRental #AirbnbHost #RealEstatePhotography #PropertyPhotos #RentalSuccess #HostTips #ProfessionalPhotography #GuestExperience #SmartStay
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
In this episode, we sit down with Ben Koons from Keystone Bookkeepers to unpack the unique challenges of managing finances in the short-term rental world. From early days of DIY spreadsheets to implementing professional systems, they explore what it takes to build scalable, stress-free bookkeeping practices for growing portfolios.
Jason and Ben also break down Airbnb’s new fee structure, share practical tips for owner reporting, and highlight fresh service offerings designed to support property managers. Whether you’re just starting out or overseeing dozens of listings, you’ll come away with actionable insights to streamline your financial processes, boost profitability, and protect your business as you grow.
Things we discussed in this episode:
Get in touch with Ben:
Youtube - https://www.youtube.com/@KeystoneBookkeepers
Facebook - https://www.facebook.com/KeystoneBookkeepers
Website - https://keystonebookkeepers.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #Bookkeeping #PropertyManagement #AirbnbHosts #RentalBusiness #STRIndustry #OwnerReports #TaxStrategy #BusinessGrowth
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
What if the key to short-term rental success isn’t just location, but insight?
In this episode, we sit down with Jamie Lane, Chief Economist at AirDNA, for a masterclass on data-driven investing in the STR space. From his roots as a self-proclaimed “data nerd” to becoming a hands-on host himself, Jamie shares how powerful analytics and real-world experience intersect to shape smarter investment strategies.
Whether you're scouting your first property or scaling a multi-unit portfolio, you'll learn how to identify the right markets, unlock your property's potential, and leverage AirDNA’s industry-leading tools to stay competitive. Plus, Jamie weighs in on emerging market trends and offers a candid forecast on where the industry is headed. Packed with practical insights and real-world advice, this is essential listening for anyone serious about succeeding in the short-term rental game.
Things we discussed in this episode:
Get in touch with Jeremy:
Instagram - https://www.instagram.com/jamie_lane/
Website - https://www.airdna.co/
Linkedin - https://www.linkedin.com/in/jamiehlane/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #STRInvesting #AirDNA #VacationRental #PropertyManagement #RentalData #HostingTips #MarketTrends #SmartInvesting
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
What happens when an ICU nurse brings his heart for care into the world of short-term rentals?
In this episode, we sit down with Jeremy Rosen, who’s turned his passion for helping people into a thriving business managing over 20 properties—all while still working hospital shifts. He shares how compassion, clear systems, and smart tech have helped him scale without losing the personal touch.
From building trust with guests and owners to using tools like Host Buddy and Happy Guest, Jeremy walks us through the strategies that keep his operation running smoothly. Hosts Jason and Rory also dive into the power of reviews, building a reliable team, and the behind-the-scenes systems every successful host needs.
Whether you're just starting out or managing multiple units, this episode is packed with real-life insights and practical tips to help you grow your short-term rental business—and create five-star guest experiences every time.
Things we discussed in this episode:
Get in touch with Jeremy:
Instagram - https://www.instagram.com/@yourhomeawaymgmt/
Facebook - https://www.facebook.com/YHAMLLC
Website - https://yham.host/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #Hospitality #AirbnbHost #GuestExperience #RentalBusiness #STRSuccess #HostTips #VacationRental #HospitalityTech
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
Is the future of hosting all about midterm rentals?
In this episode, we chat with Katie Lyon from Furnished Finder to uncover why midterm stays are gaining major traction—and why they’re no longer just for travel nurses. From contractors and relocating families to corporate nomads, a whole new wave of guests is looking for furnished, flexible housing options.
Katie shares real-world strategies to help hosts stand out in this growing space. She breaks down how to optimize your calendar, set clear expectations with guests, and make sure your property is properly protected. Whether you’re already hosting short-term rentals or just curious about new income opportunities, this episode is packed with smart, practical advice to help you boost occupancy, increase revenue, and stay ahead of the curve.
Tune in and discover how midterm rentals might be your next big move.
Things we discussed in this episode:
Get in touch with Katie:
Instagram - https://www.instagram.com/furnishedfinder/
Facebook - https://www.facebook.com/FURNISHEDFINDER
Website - https://www.furnishedfinder.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #MidtermRentals #FurnishedFinder #RentalProperty #PropertyManagement #TravelNurseHousing #CorporateHousing #HostTips #SmartStay
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
Ever wonder how a beachfront condo in Provincetown could become a gold mine?
In this episode, we sit down with Kareem Sanjaghi—Prideaway Stays’ very first client—to hear how he went from mortgage officer to full-time musician and savvy real estate investor. Kareem shares the story behind his short-term rental success, the importance of location in the Cape Cod market, and the ups and downs of managing property in a seasonal town. We dive into building strong partnerships, navigating challenges, and blending personal passion with smart investing. If you're curious about turning property into profit, this conversation is a must-watch.
Things we discussed in this episode:
Get in touch with Kareem:
Instagram - https://www.instagram.com/thekareemofthecrop/
Facebook - https://www.facebook.com/thekareemofthecrop
Website - https://www.kareemdrums.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #Provincetown #CapeCod #PropertyManagement #Entrepreneurship #VacationRental #MusicianLife #SmartInvesting #PersonalGrowth
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!
Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.
SmartStay Show Website and on Instagram and YouTube
Prideaway Stays Website and on Facebook and LinkedIn
Straightforward Short-Term Rentals Website and on Instagram
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
From the publisher's feed
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…
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!
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