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Can a side hustle built on friendship and a love of travel become something bigger?
Join Jason Muth, Rory Gill, and Ethan Sobel as they share the real story behind Prideaway Stays, their co-hosting venture in Provincetown. From a family dream of owning a Cape home to building a guest-first rental brand, this episode dives into the heart of short-term rental hosting.
Discover how they scaled their business while staying personal, built community connections, and turned passion into purpose.
🎧 A must-listen for anyone curious about real estate, entrepreneurship, or the power of partnership.
Things we discussed in this episode:
Ethan’s Cape Cod Investment Origin
Founding Pride Away Stays
Emotional Drivers in STR Investing
Scaling with a Personal Touch
Building Trust with Owners & Guests
Seasonality & Slow Growth in Ptown
Diverse Team & Strong Systems
Friendship to Business Partnership
STRs as Income & Fulfillment
Community-Focused Hosting Mission
Get in touch with Fouad:
Facebook - https://www.facebook.com/prideawaystays/
Linkedin - https://www.linkedin.com/company/98969932/admin/dashboard/
Website - https://prideawaystays.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #PridewayStays #ProvincetownRentals #STRBusiness #VacationRentals #GayOwnedBusiness #AirbnbTips #TravelCommunity #EntrepreneurJourney
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
Hospitality.FM
SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
By Airbnb Superhost Jason Muth + Rory Gill4.9
4040 ratings
Can a side hustle built on friendship and a love of travel become something bigger?
Join Jason Muth, Rory Gill, and Ethan Sobel as they share the real story behind Prideaway Stays, their co-hosting venture in Provincetown. From a family dream of owning a Cape home to building a guest-first rental brand, this episode dives into the heart of short-term rental hosting.
Discover how they scaled their business while staying personal, built community connections, and turned passion into purpose.
🎧 A must-listen for anyone curious about real estate, entrepreneurship, or the power of partnership.
Things we discussed in this episode:
Ethan’s Cape Cod Investment Origin
Founding Pride Away Stays
Emotional Drivers in STR Investing
Scaling with a Personal Touch
Building Trust with Owners & Guests
Seasonality & Slow Growth in Ptown
Diverse Team & Strong Systems
Friendship to Business Partnership
STRs as Income & Fulfillment
Community-Focused Hosting Mission
Get in touch with Fouad:
Facebook - https://www.facebook.com/prideawaystays/
Linkedin - https://www.linkedin.com/company/98969932/admin/dashboard/
Website - https://prideawaystays.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #PridewayStays #ProvincetownRentals #STRBusiness #VacationRentals #GayOwnedBusiness #AirbnbTips #TravelCommunity #EntrepreneurJourney
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
Hospitality.FM
SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

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