Special Guest Stars Damon Wayans Jr. as Ernie "Coach" Tagliaboo Guest Stars Curtis Armstrong as Alan Foster Steve Agee as Outside Dave Rob Reiner as Bob Day June Diane Raphael as Sadie Ralph Ahn as Tran Jamie Lee Curtis as Joan Day Angela Kinsey as Rose Jessica Chaffin as Bertie Ben Falcone as Mike Katie Silverman as Young Jess Josh Gad as Bearclaw Co Starring Evan Charest as Theater Owner Tom Lommel as Patron Cheyenne Nguyen as Jenny