EPISODE · Feb 23, 2026 · 42 MIN
How Do I Get a Guy to Ask Me Questions on a Date?! - MONDAY MAILBAG
from The JTrain Podcast
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
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How Do I Get a Guy to Ask Me Questions on a Date?! - MONDAY MAILBAG
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