On this Mailbag Monday, Jared tackles a friendship dilemma that feels way too real: what do you do when your almost-30 friend turns every hang into a wedding countdown for a fiancé who doesn’t exist yet? He breaks down timeline panic, Pinterest proposal boards, and why trying to change someone’s dating priorities might be missing the point entirely. Plus, a listener with a perfect husband struggles to survive group chats full of spouse complaints, and another host wonders how to handle a friend’s nightmare girlfriend before a big group outing. It’s an episode about annoying friends, social survival tactics, and knowing when honesty helps and when it just makes things worse!

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Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

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