Ep 272 – How AI Will Replace Most STR Ops Work (And What Operators Should Do) with Shahar Goldboim

2025-12-15T05:23:48-05:00

AI isn’t a tool anymore — it’s infrastructure. In this episode, Chris and E sit down with Shahar Goldboim, founder of BOOM, to break down how AI is fundamentally changing short-term rental operations, exits, and scale. From selling a property management company to building tech that replaces broken workflows, this conversation dives deep into why fragmented tools are failing and why operators who don’t adapt will fall behind. Inside this episode: Why “tech-enabled” STR businesses still fail The biggest mistakes operators make when exiting Why one company can’t do funds, PM, design, and tech well How AI eliminates 80% of guest [...]