Guest Stars Seychelle Gabriel voices Interviewer Jack Romano as Chuck Loving Jacqueline Obradors as Lucia Jake Etheridge as Wyatt Stone Nicole LaLiberté as Jean Nick Pupo as Jonah Berg Scott Subiono as Hank Dunne Jake B. Miller as Gary Nick W. George as Adonis Dan Roe as Young Billy Co Starring Lynn Downey as Marlene Kane Ritchotte as The Winters #1 Malcolm McRae as The Winters #2 Amanda Fix as Margaret at Age 14 Nora Kirkpatrick as Penny Richardson Dallas Schaefer as Roadie Mark Anthony Vasquez as Camila's Dad Josiah Cerio as Young Eddie Sloane Letourneau as Young Graham Luis Fernandez-Gil as Skeevy Older Man Jacob Liszt as Young Chuck Lorelei Olivia Mote as Margaret at Age 8 Steven Herrera as Prep Kid Bobby Bromley as Second Roadie Damon K. Sperber as Frank Tovi Schenk as Young Warren Sam Wilkes as The Winters #3