U Up?

My Boyfriend's Side Hustle Is Ruining Our Relationship

June 10, 2026·1h 28m
Episode Description from the Publisher

Jared recaps his Kelly Clarkson appearance, the launch of his new book, and why seeing your book in an airport might be the ultimate career milestone! J&J then unpack listener questions: a first vacation to Morocco that had daily sex but zero "I love yous," and debate whether a romantic getaway can reveal a deeper compatibility problem. They also tackle an icky or picky about a gym guy who put his number directly into someone's phone, plus a relationship dilemma involving a boyfriend secretly working nearly 80 hours a week between his regular job and Home Depot. And yes, things somehow end with a debate about men's underwear, Simon Cowell, and whether couples who "never fight" are actually communicating at all. Learn more about your ad choices. Visit megaphone.fm/adchoices

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