Jared checks in from Los Angeles for Mailbag Monday, hiccup and all, and dives into two juicy advice emails. First up, a 33-year-old New Yorker ditched Pilates for a regular gym to meet men, and Jared gently argues for joy over geography: build community where you actually like being, then let that tribe expand your dating world. He still tosses a couple of easy openers for gym-floor small talk, but the real play is Pilates night out and friend-of-a-friend intros. Next, a 25-year-old worries her boyfriend fails “dad 101” because he won’t scoot over in bed and forgets the dog’s water bowl, and Jared reframes it as pre-engagement nerves and a negotiation problem, not a morality play. Use “I” statements, trade lists, and aim for partnership instead of courtroom wins. If you’ve got dating drama, family friction, or friendship static, send it in and let Jared give it the thoughtful once-over!
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