Casa-Cast

In this episode, Steve Schwab talks with Breezeway founder Jeremy Gall about the operational backbone of vacation rental management and how getting it right unlocks better hospitality, stronger owner relationships, and more efficient teams.

Jeremy shares the arc of his career, from corporate attorney to travel-tech entrepreneur to accidental lumberjack, and how those experiences shaped Breezeway’s mission: empowering property managers with the tools, systems, and clarity required to deliver consistent, high-quality service at scale.

They explore Jeremy’s seven principles of operational excellence, the essential balance between automation and human effort, why operators should rethink their relationship to “the grind,” and what Breezeway is building next for Casago partners.

This episode offers a rare inside look at how the most progressive operators view operations: not as an afterthought, but as the foundation that allows hospitality, owner relationships, and revenue to flourish.