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June 30, 2025 37 mins

On this week’s Mailbag Monday, Jared dives headfirst into your juiciest dilemmas with his signature blend of empathy, sass, and straight-up truth. By the time you’re listening, he’ll be sipping iced coffee somewhere fabulous in Portugal but right now, he’s serving piping hot advice. This week, a listener spirals after learning her boyfriend makes over a million a year (and insists on paying for everything), another is trying to keep her unhinged brother-in-law away from her daughter’s birthday party, and Jared settles the debate on whether counter-service dates are an unforgivable offense. It’s real talk, hard truths, and hilarious insights from your favorite podcast confidante. Tune in, share the show, and let Jared whisper the truth in your ear, with love, of course!

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