Guest Stars Zoey Deutch as Juliet Martin Jaime Murray as Olivia Charles Justin Bruening as Tyler Barrett Jason Dohring as Mr. Carpenter Gage Golightly as Tessa Banner Billy Miller as Charlie Young Co Starring Justin Chu Cary as Waiter (Sidewalk Cafe) Ina Barron as E.R. Doctor Andy Wagner as Waiter #3 (Restaurant) Jeff Kerr McGivney as Cop #1