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

November 19, 2025

November 19, 2025

November 19, 2025

Speakers

Speakers

Headshot of Francois Gouelo

Francois Gouelo

CEO & Co-Founder, Enso Connect

Bayley Vacation Rentals

Allison Bayley

Owner, Bayley Vacation Rentals

Frank Bosi

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.

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.

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.

Travel Experiences at Scarborough, Maine
Travel Experiences at Scarborough, Maine
Travel Experiences at Scarborough, Maine

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.

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.

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.

Speakers

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

Bayley Vacation Rentals
Allison Bayley

Owner, Bayley Vacation Rentals

Bayley Vacation Rentals
Allison Bayley

Owner, Bayley Vacation Rentals

Bayley Vacation Rentals
Allison Bayley

Owner, Bayley Vacation Rentals

Frank Bosi
Frank Bosi

Senior Director of Partner Development, Hostfully

Frank Bosi
Frank Bosi

Senior Director of Partner Development, Hostfully

Frank Bosi
Frank Bosi

Senior Director of Partner Development, 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.