Jake Shane won over the Internet by balancing comedy with vulnerability: he speaks openly about his struggle with O.C.D. and his quest for a boyfriend. His general likability, along with that mix of humor and honesty, makes the 24-year-old an engaging interviewer on his podcast, Therapuss. Guests include Charli XCX, Glen Powell, and Reneé Rapp—all of whom seem to be his friends. On the eve of his 21-city live tour, Shane details his nighttime routine, his love of depuffing, and his need for chill. —Clara Molot
WHEN DO YOU START GETTING READY FOR BED?
Nine P.M.
