It's Mailbag Monday, and Jared is diving into your dating dilemmas with the precision of a gossip surgeon. First up, a listener had a promising Hinge date lined up, until she sent the “we should probably cancel” text upon realizing he’s a recent ex of her friend. Did the ex wave her off, or is this just modern dating’s efficiency mode kicking in? Then, a post-volleyball romance that’s stuck in the Thursday-night-after-the-game loop, with zero movement toward a real plan. Jared breaks down why “make a plan and I’m in” should be your new mantra, and why vague dating purgatory is the enemy of progress. Plus, a few tangents, some travel gripes, and the occasional unsolicited Woody Allen quote!

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