Vacation Rental Success

We’ve arrived at Week 4 of SSTIR Crazy 2025, and this might be the most critical challenge yet! Regulations Week is here, and the stakes have never been higher for StayWise Rentals. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. ***Use code SSTIRCRAZY for 50% off your first annual plan***  >> Discover more about Guesty in the Virtual Vendor Showcase >> Register today to attend SSTIR Crazy Month 2025 This week, we tackle one of the biggest challenges short-term rental operators face: regulations. With StayWise Rentals in crisis, our expert Dana Lubner from Rent Responsibly joins us to break down the strategies for compliance, advocacy, and overcoming regulatory hurdles. The StayWise Rentals Incident After weeks of dealing with trust issues, safety failures, and an insurance disaster, Sarah and Mike Chen at StayWise Rentals were blindsided by a notice from their local m