Bill Burr Jack Kelly Bobby Cannavale Connor Brody Bokeem Woodbine Mike Richards Katie Aselton Leah Kelly Reign Edwards Britney Jackie Tohn Cara Brody Miles Robbins Aspen Bell Rachael Harris Dr. Lois Schmieckel-Turner Dash McCloud Nate Kelly Justin Miles Travis Romine C. Thomas Howell Ed Cameron Bruce Dern Richie Jacobs Natasha Leggero Kelly (Parent) Katrina Bowden Joanna (Parent) Angela Gulner Mimi (Parent) Josh Brener Dana (Parent) Erin Wu Diamelle Justene Alpert Caprice Cameron Kelly Amelia Cody Renee Cameron Chantel Paul Virzi Random Guy Chelsea Marie Davis Monica Crawford Carl Tart Brian Dodson Rick Glassman Hunter Lewis Abbie Cobb Judy Tom Allen Scooter Rory Scovel Terrance Huffy-Schwinn Steph Tolev Steph Paul Walter Hauser Tracy Leland Heflin Teacher (uncredited)