On this Mailbag Monday, Jared dives into three big listener dilemmas about dating, friendship, and finding a fresh start. He unpacks what to do when a vacation match still lingers in your mind and you’re tempted to reach out again. Then, he talks about the pressure of supporting friends through massive life changes when your emotional tank feels empty. And finally, he offers thoughtful advice to a listener who wonders whether moving to Florida after ending an engagement might be the reset she truly needs?

Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com  and use code FEATHER 

Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co