Guest Stars Laura Benanti as USPIS Agent Edie Mamoudou Athie as Carl Max Casella as Joe Delicious Jeffrey Vincent Parise as Carlos Catrina Ganey as Judge Westlake John Scurti as Coach Co Starring Fletcher Jones as Young Nate Meredith Handerhan as Stenographer Tuffy Questell as Old Jared Gabby Alex Gutierrez as Sarah Sean Patrick Campbell as Opposing Player #1 Nelson Cheng as Sam San Michelle Sohn as Sarah's Mom