This week’s guest and co-host is skateboarding pioneer, philanthropist, and podcaster Tony Hawk. Tony tells Anna about his discovery of skateboarding, surviving high school, early relationships, empty swimming pools, the X games, recovering from injuries, extended family, his podcast Hawk vs Wolf and much more.

Today’s caller is Jenny, who after recently losing her mother, has fallen out with her siblings in the aftermath. Jenny’s repeated efforts to reconnect are being ignored and she wonders if she should stop trying.