milestonesYear
Milestone
1992
Worked as a production intern on "Bed & Breakfast"; produced by his father and starred his mother
Auditioned for the role of Tom Hanks' matchmaking son in "Sleepless In Seattle"; did not get the part
1994
At age 14, formed band, Phantom Planet
1997
Appeared in the music video for the rock remix of "It's All About the Benjamins" by Puff Daddy
1998
Phantom Planet appeared as guests in an episode of the ABC sitcom "Sabrina, the Teenage Witch"
1998
Feature film acting debut in leading role of Max Fischer in Wes Anderson's quirky comedy "Rushmore"
2000
Co-starred in the comedy film "Slackers" (film originally set for release in 2000, but postponed to 2002)
2001
Appeared in Roman Coppola's feature directing debut, "CQ"; screened out of competition at Cannes
2003
Co-starred in Joe Pantoliano's directorial debut, "Just Like Mona"
2004
Joined Dustin Hoffman and Lily Tomlin in David O. Russell's "I Heart Huckabee's"
2004
Starred in the short-lived FOX comedy "Cracking Up"
2005
Cast opposite Will Ferrell and Nicole Kidman in the big screen adaptation of "Bewitched"
2005
Co-starred as struggling musician Jeremy in "Shopgirl," opposite Claire Danes and Steve Martin; adapted by Martin from his novella
2006
Portrayed Louis XVI, opposite Kirsten Dunst, in Sofia Coppola's "Marie-Antoinette"
2006
Formed the band, Coconut Records
2007
Re-teamed with director Wes Anderson for the film, "The Darjeeling Limited"; also co-wrote with Anderson
2009
Played egotistical actor, Mark Taylor Jackson in Judd Apatow's "Funny People"
2009
Cast as writer Jonathan Ames, who moonlights as a private detective in the HBO drama series, "Bored to Death"
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