Designed to GlideWell

Are We Going To Jail? (How We Got Here Pt. 2)


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In Episode 2 of Designed to Glidewell, we’re continuing the story—and this is where things get even more real.

Just as we started to find our footing in the Airbnb world, everything shifted. Regulations tightened. Neighbors started paying attention. And what once felt like momentum quickly turned into legal battles we never saw coming.

We’re sharing what it actually looked like to navigate lawsuits, deal with the pressure of community pushback, and make the difficult decision to sell some of our properties.

This episode is about more than just real estate—it’s about risk, resilience, and the parts of entrepreneurship that no one talks about. The moments where you’re forced to pivot, protect what you’ve built, and decide what’s worth fighting for.

If you’ve ever wondered what happens when things don’t go according to plan—or how to move forward when they really fall apart—this one is for you.

Hosted by Ethan Glidewell & Sarah Glidewell 


You can view the video & audio version on our Youtube Channel 


Thanks for listening!

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Designed to GlideWellBy Sarah & Ethan Glidewell

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