From Shut Down to Showdown: How One Host Took on City Hall (and Won)

In this powerful first episode of STR Law, real estate attorney and Airbnb investor Katie Johnson sits down with Sarah Glidewell from the Karwells to unpack the two-year legal odyssey that nearly shut down her Cadillac, Michigan short-term rental, colloquially known as "Orange Cadillac." From city lawsuits and zoning nightmares to grassroots campaigns and a bold pivot to podcasting, Sarah shares how she rallied neighbors, business owners, and local officials to flip the vote and get her property rezoned.

You’ll learn:

• How to navigate rezoning battles and city council politics

• Tips for gaining neighbor and business support

• The impact of deed restrictions—and how title insurance may (or may not) protect you

• Why working with a local attorney can change everything

• The power of persistence, vulnerability, and one last cold-call visit

Whether you're a new host or seasoned investor, this episode is a masterclass in staying legal, strategic, and resilient in the face of regulatory chaos.

Want to book a call? Click here to schedule your free consultation. Katie is licensed in Illinois, Indiana, and Michigan.

Want to get in touch with Sarah? Follow her on instagram - @thekarwells or listen to her next podcast here.

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