How Do I Get a Guy to Ask Me Questions on a Date?! - MONDAY MAILBAG
Podcast:The JTrain Podcast Rating: Explicit Published On: Mon Feb 23 2026 Description: On today’s Mailbag Monday, Jared covers 3 modern dating dilemmas: how to shut down a mother in law calling you “mama” without starting family drama, whether seeing bikini models on a guy’s IG Explore page plus multiple dating apps is just normal dating or a real red flag, and what it means when someone asks about your day but never follows up. Is it a lack of emotional curiosity or just bad conversational skills? Jared breaks it all down!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN