He received a nomination for the Independent Spirit Award for Best Supporting Male for his performance in the hit indie film Eighth Grade.
Hamilton performed in The Cherry Orchard at the Brooklyn Academy of Music in January and February 2009, alongside Ethan Hawke, who was his co-star in the 1993 film Alive.
In November 2010, it was announced that both Hamilton (Tom) and Dane Cook (Carter) would star in Neil LaBute's Fat Pig.
[3] Hamilton has also performed on PRI's Selected Shorts, reading Neil Gaiman's story The Thing About Cassandra.
[4] In late 2012, he appeared on Broadway in Theresa Rebeck's short-lived new comedy Dead Accounts, starring Katie Holmes and Norbert Leo Butz.