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Linda Sinclair (Julianne Moore) is a forty-year-old unmarried high school English teacher in the small town of Kingston, Pennsylvania. She shares a small apartment with two Siamese cats and her rich collection of great literature. She maintains no close personal relationships aside from those she has with her favorite authors and stories. Her life is far less complicated than the dramas she devours on the page, and she likes it that way. But Linda's simple life turns an unexpected page when former star pupil Jason Sherwood (Michael Angarano) returns to Kingston after trying to make it as a playwright in New York. Now in his 20s, Jason is on the verge of abandoning art, pressured by his overbearing father, Dr. Tom Sherwood (Greg Kinnear), to face reality and go to law school. Linda can't stand the thought of Jason giving up on his dreams so she decides to mount his play - a dark, angst-ridden, ambitious work - as a Kingston High School production, with flamboyant drama teacher Carl ...
- Julianne MooreLinda Sinclair
- Michael AngaranoJason Sherwood
- Greg KinnearDr. Tom Sherwood
- Lily CollinsHalle Anderson
- Nathan LaneCarl Kapinas
- Norbert Leo ButzVice Principal Phil Pelaski
- Jessica HechtPrincipal Trudie Slocum
- Charlie SaxtonWill
- Nikki BlonskySheila Nussbaum
- Sophie Lane CurtisFallon Hughes
- Brynn CaseyYoung Linda
- Katie MeinholtLinda - Teens & 20s
- Anthony IppolitoBlowdried Jock
- John HodgmanUnmotivated Man
- Remy AuberjonoisArrogan Man
- Jim BreuerNarcissist Man
- Poonam BasuKirthi
- Alexander FloresEd Mckee
- Alan AisenbergBenjamin Meyer
- Erin WilhelmiJoni Gerber
- Marcia DeBonisNurse Terri
- Donnetta Lavinia GraysHospital Administrator
- Peter Y. KimOrderly 'Mike'
- Kevin HoffmanBurnout Boy
- Alan FoxQuarterback