Eliza Coupe Jane Actor Elisha Cuthbert Alex Actor Zachary Knighton Dave Actor Adam Pally Max Actor Damon Wayans Jr. Brad Actor Casey Wilson Penny Actor Andrew Friedman Andrew Guest Star Jason Berger Radio DJ Guest Star Nick Zano Pete Guest Star Janell Winkler Store Owner Guest Star Kenzo Lee Waiter Guest Star Jamie Tarses Executive Producer Jonathan Groff Executive Producer Anthony Russo Executive Producer Joe Russo Executive Producer Prentice Penny Writer Michael Patrick Jann Director