Scaling Smart with AI: The $20K Revenue Boost Playbook for STRs
See Exactly How a Family-Owned STR Operator Delivers 5-Star Guest Experiences and Boosts Revenue - Without Hiring Staff
Francois Gouelo
CEO & Co-Founder, Enso Connect
Allison Bayley
Owner, Bayley Vacation Rentals
Frank Bosi
Senior Director of Partner Development, Hostfully
About the Webinar
What separates high-performing short-term rental businesses from the rest, especially in competitive markets? The answer: a great team empowered by the right technology.
In this practical session, we break down the success behind a family-owned STR business generating $1,700 in incremental revenue monthly (that’s 20K+ annually), increasing return guests, and consistently delivering an exceptional guest experience, without overwhelming their team.
Join Allison Bayley - the Owner of Bayley Vacation Rentals and the two STR tech experts - François Gouelo (Enso Connect) and Frank Bosi (Hostfully) - who power the technology behind Bayley Vacations results.
What You'll Learn in 45 Minutes
✅ The systems and workflows that elevate guest experience at scale
✅ How AI streamlines communication while keeping it personal
✅ Upsells and local partnerships that reliably convert
✅ How automation boosts efficiency, prevents dropped tasks, and lifts review scores
✅ The exact steps any professional STR operator can take to win with AI today
Who This Webinar is For
✅ STR operators managing 20-200+ units who feel stretched by guest communication and want to scale without hiring
✅ Portfolio managers tired of duct-taping together tools that don't talk to each other
✅ Vacation rental managers who know they're leaving money on the table with manual upsells and inconsistent guest experiences
✅ Tech-curious hospitality professionals who need to see a real-world workflow before investing in new systems
If you're looking to scale smarter, increase revenue, and deliver a guest experience that drives repeat stays, this session is for you.
Your panelists
Four voices who have built what they're talking about
Each speaker brings a specific expertise, guest tech, payments infrastructure, PMS integration, and real-world operations.
Francois Gouelo
CEO & Co-Founder, Enso Connect
Francois Gouelo is the Co-founder and CEO of Enso Connect, a leading AI-powered guest experience platform. A technologist and entrepreneur, he founded Enso Connect to solve the critical challenges of tech fragmentation and rising guest expectations in vacation rentals. The platform now serves over 7 million guests worldwide and is ranked among the Top 250 Vacation Rental Companies by Skift. The platform delivers measurable ROI, time savings and 5-start reviews for STR operators. Through Enso Connect, he is defining the future of AI-powered hospitality., Enso Connect
Allison Bayley
Owner, Bayley Vacation Rentals
Allison Bayley is the Founder of Bayley Vacation Rentals in Scarborough, Maine. As a second-generation hospitality entrepreneur from a family with over 100 years of local business ownership, she has grown her STR operation by leveraging technology to deliver consistent 5-star guest experiences at scale. Her hands-on approach to balancing personalized service with operational efficiency has made Bayley Vacation Rentals a standout in Maine's competitive coastal market., Bayley Vacation Rentals
Frank Bosi
Senior Director of Partner Development, Hostfully
Frank Bosi is Senior Director of Partner Development at Hostfully, a property management platform serving STR operators worldwide. With a career dedicated to hospitality technology and revenue growth - and firsthand experience managing his own STR properties - he helps property managers scale operations through strategic integrations that transform systems into profit centers., Hostfully
Get Invited to STR Events
Learn practical strategies to scale your short-term rental business, boost revenue, streamline operations, and unlock the full power of AI.
Our events bring together leading STR operators, tech partners, and hospitality experts to share real playbooks you can use immediately in your business.
