Airbnb isn’t broken—but it’s getting harder to win.Rich Somers sits down as a guest on Brad Lea's "Dropping Bombs" podcast for a candid conversation on why short-term rentals are becoming more regulated, more competitive, more operationally complex, and what experienced operators are doing to stay ahead. Rich breaks down the shift from Airbnbs to boutique hotels, how regulation is reshaping supply, and why commercial zoning and scale are changing the game.They also dive into risk, leverage, and why betting on yourself—through skills, relationships, and long-term thinking—often beats playing it safe. This episode offers a clear-eyed look at where short-term rentals are headed and how smart investors are adapting before the market forces them to.

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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