What happens when a frustrated Airbnb host builds a tool to solve his own problem—and ends up launching one of the most influential platforms in short-term rentals?

In this episode, we sit down with Pierre-Camille Hamana, CEO and founder of Hospitable, to explore his surprising journey from law school dropout to tech entrepreneur. What began as a simple solution to automate guest messaging for his own rental has grown into a powerhouse property management platform supporting tens of thousands of listings across the globe.

Pierre shares the real story behind Hospitable’s evolution—from a basic tool for solo hosts to a full-fledged system tackling everything from platform integration to direct bookings. We dive into the complexities of building software for hosts, the future of short-term rental automation, and why simplicity is the key to scaling.

Whether you're a seasoned host, a budding entrepreneur, or just fascinated by startup journeys, this episode is packed with insight, inspiration, and behind-the-scenes moments from a founder who’s quietly reshaping the future of hospitality tech.

Things we discussed in this episode:

• Founder’s Origin: Pierre Hamana began by renting out a room on Airbnb and built Hospitable to automate his own guest messaging.

• Early Focus: Designed for small hosts managing fewer than 7 properties.

• Direct Bookings: Built-in booking engine with ID checks, rental agreements, and deposit handling.

• OTA Integrations: Navigated complex relationships with platforms like Airbnb and Booking.com.

• Community Input: Product roadmap shaped by user forums and direct feedback.

• Support Culture: Globally distributed team known for fast, friendly help—often using memes.

• Vision: Exploring marketplace tools and STR property investments.

• Small Host Challenges: Tackled issues like payment processing and lack of support from traditional vendors.

• Platform Growth: Evolved from a messaging tool to an all-in-one host solution.

• Tech Democratization: Making powerful tools accessible to individual hosts and self-managers.

Get in touch with Pierre:

Facebook - ⁠https://www.facebook.com/20AD6664F78B17B8FED5⁠

LinkedIn - ⁠⁠⁠⁠https://www.linkedin.com/in/pchamana/⁠

Instagram - ⁠⁠⁠⁠https://www.instagram.com/pchamana/⁠

Website - ⁠⁠⁠⁠https://smartbnb.io/⁠

#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AirbnbTips #HostTech #PropertyManagement #TravelTech #EntrepreneurStory #DirectBookings #HostLife #HospitableSoftware #STRInnovation

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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!