You're Someone's Barstool Now

What happens when a man who's spent his whole life dodging expectations finally… sticks around? In this episode, we meet Ernest “Skip” Wilson—ex-adventurer, ex-romantic, and full-time Keys philosopher with a caffeine addiction and a rusted mailbox full of stories. From fishing scams and love lost, to the kind of porchside wisdom you can only earn after three decades of sunburn and bad decisions, Skip serves up laughs, longing, and a few lessons that sting just the right amount. Come for the seashell wind chimes and Slim Jim economics—stay for the moment a busted old mailbox becomes a badge of belonging. This one’s not just a goodbye. It’s a barstool-level promotion.