Episode 12 - Policy of the 13th: Insurance Nightmares with Dan Gutschewski

It’s Friday the 13th, and the insurance world is feeling cursed. This week, we sit down with Dan Gutschewski, owner of DGIA Insurance, to unpack the wildest, weirdest, and most unbelievable corners of the industry — from freak accident claims to Houston flood chaos to the kind of wreck photos that make you question humanity’s decision‑making skills. Dan breaks down the biggest misconceptions people have about insurance, why some homeowners accidentally sabotage their own coverage, and what really happens behind the scenes when disaster strikes. And yes… we confront the rumor head‑on: Did Dan actually try to sell his wife insurance just to get a date with her? He tells the story, and it’s even better than you think. If you’ve ever wondered how unlucky a day can get — or how insurance agents keep a straight face through it — this Friday‑the‑13th special is your new favorite episode.