Jon has officially hit the milestone, and his fiancée joins us to help navigate the wreckage. We’re breaking down the 40+ Power Ups (better filters, elite dad jokes, and top-tier sneakers) versus the 40+ Reality Check (mysterious sleep injuries and the "noise tax" every time you sit down).

From Dashboard Confessional becoming "grocery store music" to the ultimate question: Is 40 actually the new 30? (Spoiler: Not according to Jon’s recovery time).