Guest Stars Alyah Chanelle Scott as Jesse Christopher Meyer as Kalen Addison Timlin as Audrey Daphne Abinante as Young Harper Christine Woods as Ms. Havens Michelle Pascarella as Mom Havana Rose Liu as Abby Ayla Manji as Mitali Keen Ruffalo as Hal's Roommate Julien Andre as TBD Co Starring Brady Jerome as Young Hal 2004 Pierce Nation as Chris Azra Anna Kearns as Jessica Lincoln Bloomfield as Eli Askyler Bell as Sophie Alexandra Fatovich as Gianna Jade Wright as Ruby Nathaniel Vinarnik as Nathan David John Walsh as Audrey's Ex-Husband Daniel Guerrido as Mitali's Brother Al Spencer as Old Fart Teacher Vincent Canale as Young Hal 2009 Colette Faye Porch as Young Harper 2009 Dan Sachoff as Old Guy Vyas Sharma as Mitali's Dad Gio Inman as Marcus Michelle Haro as Hairdresser Upasana Beharee as Mitali's Mom
