Vacation Rental Success

VRS631 - Are You a Digital Sharecropper? Taking Back Control with Humphrey Bowles


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In this bold and thought-provoking episode, Heather sits down with Humphrey Bowles, the founder of Truvi and who has adopted the term "digital sharecropping" within the short-term rental industry. Together, they explore the illusion of entrepreneurship in the short-term rental world - especially when you build your business entirely on platforms like Airbnb, Vrbo, and Booking.com.

Humphrey shares the powerful analogy behind digital sharecropping and breaks down what it really means to build a business you don't own. If you've ever questioned who really controls your guest relationships, your reviews, or even your ability to operate, this episode will hit home.

From psychological burnout to platform dependency, from trust to true entrepreneurship, this is a conversation that every host and manager needs to hear.

📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program

This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning.

And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality.

🌐 Learn more and join us at VacationRentalFormula.com/AI

Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS631

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Vacation Rental SuccessBy Heather Bayer aka @CottageGuru

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