In this episode, Jamie Lane welcomes Jeremy Gall, the Founder and CEO of Breezeway, to discuss the evolving landscape of property management. Jeremy first made waves in 2006 by launching FlipKey, a pioneering house-swapping and vacation rental listing platform. At that time, the idea of using credit cards over checks for vacation home bookings was still under debate.

Recognizing a shift toward more service-oriented property management, Jeremy then founded Breezeway to ease the burden on property managers by offering a comprehensive solution for coordinating staff, cleaners, and maintenance across all properties. Breezeway serves as a centralized hub for property care and operations, helping managers navigate the complexities of handling multiple properties across various markets.

Jeremy also highlights key performance indicators that property managers should be tracking, such as guest satisfaction and team utilization. He discusses the importance of keeping tabs on metrics like the number of tasks and time spent per property.

Finally, the duo breaks down where they see the industry headed over the next few years. They point out that Airbnb is shedding about 40,000 listings monthly but gaining around 60,000, maintaining a net positive trend. They also suggest that this growth could see a shift if property managers fail to uphold a certain standard of professionalism, given the changing expectations of guests.