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.

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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 municipality. New short-term rental regulations had just been passed, and StayWise had only 60 days to comply with a long list of requirements:

• Mandatory fire safety upgrades across all properties.

• New occupancy limits based on square footage.

• A requirement to have a local representative available 24/7.

• A $1,500 licensing fee per property.

• Surprise city inspections—two properties even received cease and desist orders.

With property owners panicked, guests caught in the crossfire, and mounting compliance costs, StayWise is at a crossroads. Can they navigate this storm without losing their business?

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Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/VRS599