Dean tells us he’s been feeling a lot healthier and confident lately, but to really evaluate what that means, we talk to “Possibilitarian” Cherie Healey. She helps Dean face some of his unprocessed grief from losing his mother, and she shares some incredible advice on how to deal with fear. Plus, Dean lets us in on a HUGE project he’s been working on, and we hear about how his Coachella trip has left him thinking about a recent ex girlfriend.