In this episode, Alex & Annie sit down with Jeremy Gall, Founder and CEO of Breezeway, to explore how the continued professionalization of vacation rentals is raising the bar for operations.

Jeremy shares what led him to tackle one of the industry's most complex challenges: coordinating the people, properties, and workflows behind great hospitality. The conversation explores how rising guest expectations, greater owner scrutiny, and advances in technology are changing what it takes to operate well, and where vacation rental operations may be headed next.

Episode Chapters:
00:00 - Welcome to the show
04:10 - Building a company property managers want to work with
12:00 - The early days of Breezeway and connecting operational workflows
14:40 - Why property managers should think differently about their relationship with the property
18:35 - How rising guest expectations are changing vacation rental standards
22:00 - Reviews, owner expectations, and the professionalization of the industry
25:11 - The growing importance of cleaners and third-party service providers
29:01 - Could robots eventually handle vacation rental turnovers?
33:31 - How AI is changing vacation rental operations
39:52 - Why Breezeway continues to go deeper on operations

As vacation rentals continue to mature, the operators who can deliver consistently behind the scenes will be better positioned to meet rising expectations from both guests and owners.

Connect with Jeremy:
LinkedIn: https://www.linkedin.com/in/jeremiahgall/

Connect with Breezeway:
Website: https://hubs.la/Q04tyWJL0

✨ Exclusive Offer to Alex & Annie Listeners:

Get 20% off your first three months of Breezeway if you sign up by September 30.

👉 Get started here: https://hubs.la/Q04tyWJL0

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