Hospitable’s Bold Fix for Chaos - with Pierre-Camille Hamana

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 - ⁠  / 20ad6664f78b17b8fed5⁠  
• LinkedIn - ⁠⁠⁠⁠  / ⁠  
• Instagram - ⁠⁠⁠⁠  / ⁠  
• Website - ⁠⁠⁠⁠Hospitable

➢ Subscribe:    / @smartstayshow  

• 0:00:00 Origin Story
• 0:00:48 Birth of Hospitable
• 0:03:33 Accidental Entrepreneur
• 0:08:03 OTA Integration Challenges
• 0:12:55 Community-Driven Platform
• 0:16:47 Product Roadmap Insights
• 0:19:16 Customer Support Magic
• 0:21:15 Direct Bookings Future
• 0:26:05 Industry Evolution
• 0:31:43 Market Trends and Opportunities
• 0:35:50 Beyond Messaging
• 0:40:16 Entrepreneurial Advice
• 0:45:38 Future Vision