Jared kicks off Chit Chat Wednesday with comedian Caitlin Peluffo, joking about her life as a road warrior and the reality of touring, from romanticizing small towns to surviving bleak winter clubs on comedy club coffee. Caitlin gives a Hallmark-level rundown of her parents’ over-the-top 55+ community Christmas setup, complete with gingerbread villages, reindeer plaques, and stockings with old-school oranges. She also shares why being single is her current glow-up: no emotional management, no long-distance stress, just peace, vibes, and group chats. They wrap with a goofy round of “Flabby or Fab,” shout out to Caitlin’s upcoming shows, and agree that a Zingerman’s sandwich in Ann Arbor is non-negotiable! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend