Special Guest Stars Beau Bridges as Benjamin Goodwin Guest Stars Sabrina Carpenter as Young Chloe Jerrod Carmichael as Elijah Robert Belushi as Keith Brian Huskey as Sleazy Party Dude Co Starring Jadon Sand as Young Jimmy Kaitlyn Maher as Piper Breanna Bay as Young April Alison Becker as Danielle Christopher Goodman as Delivery Man Nicolas Bechtel as Young Keith Alex Morris as Gary Chris Coppola as Construction Worker Tyler J. Olson as Bartender Raney Branch as Party Goer Cade Sutton as Other Kid