2012 | Co-starred with Nicole Kidman, Zac Efron, and Matthew McConaughey in Lee Daniels' "The Paperboy" |
2012 | Received star on Hollywood Walk of Fame |
2012 | Portrayed Edgar Allan Poe in mystery thriller "The Raven" |
2010 | Produced and starred in the sci-fi comedy "Hot Tub Time Machine" |
2009 | Played Jackson Curtis, a book writer and limo driver in Roland Emmerich's disaster film "2012" |
2008 | Co-wrote, produced and starred in the political satire "War, Inc." |
2007 | Once again teamed with Dutch filmmaker Menno Meyjes in "The Martian Child" |
2007 | Starred in the indie drama "Grace Is Gone," playing a father who embarks on a road trip with his two daughters after his wife is killed in the line of duty in Iraq; premiered at Sundance |
2005 | Played a simple-minded attorney who tries to steal money from his mob bosses in the "Ice Harvest," directed by Harold Ramis |
2003 | Co-starred in James Mangold's psychological thriller "Identity" |
2002 | Starred in the Nazi drama feature "Max," written and directed by Menno Meyjes |
2001 | Teamed romantically onscreen with Kate Beckinsale in "Serendipity" |
2000 | Reteamed with Frears for "High Fidelity," playing an immature record-obsessed thirtysomething; based on Nick Hornby's acclaimed novel |
1999 | Played Nelson Rockefeller in Tim Robbins' "Cradle Will Rock" |
1999 | Played a high-strung air traffic controller in Mike Newell's "Pushing Tin" |
1999 | Starred in the western "The Jack Bull," written by his father Dick Cusack |
1999 | Cast as Craig Schwartz puppeteer who discovers a portal into the brain of the titular movie actor in Spike Jonze's experimental film "Being John Malkovich" |
1998 | Featured in the ensemble cast of Terrence Malick's sweeping war drama "The Thin Red Line" |
1997 | Starred in Clint Eastwood's uneven screen adaptation of "Midnight in the Garden of Good and Evil" |
1997 | Voiced the male lead Dimitri in the animated feature "Anastasia" |
1997 | Starred as a U.S. Marshal in the summer action blockbuster "Con Air" |
1997 | Co-produced, scripted and starred in the sharp, high-school reunion set action-comedy "Grosse Pointe Blank" |
1996 | Played a young, idealistic deputy mayor of New York in the political drama "City Hall" |
1994 | Co-starred in Alan Parker's satire "The Road to Wellville" |
1994 | Reteamed with Woody Allen with a featured role as a playwright in "Bullets Over Broadway" |
1993 | Played supporting role in the period drama "Map of the Human Heart" |
1992 | Formed the film production arm of New Crime Productions with Paramount Pictures |
1992 | Cast in small role in Tim Robbins' directorial debut "Bob Roberts" |
1992 | Featured with a strange cameo role in the offbeat comedy "Roadside Prophets" |
1991 | Landed a small role in "Shadows and Fog"; first film with Woody Allen |
1991 | Cast as an ethically corrupt political climber opposite an idealistic James Spader in the drama "True Colors" |
| Directed a stage production of Hunter S Thompson's "Fear and Loathing in Las Vegas" |
1990 | Played Anjelica Huston's con artist son in Stephen Frears' "The Grifters" |
1989 | Starred as a nuclear physicist working on the atomic bomb in World War II in "Fat Man and Little Boy" |
1989 | Last teen role as cult icon Lloyd Dobler in Cameron Crowe's "Say Anything"; sister Joan also starred in film |
1988 | Featured in the ensemble "Eight Men Out," John Sayles' film of the 1919 Black Sox scandal |
1988 | First adult role, starring opposite Tim Robbins in the zany comedy "Tapeheads" |
1987 | Starred in the inane comedy "Hot Pursuit" |
1986 | Founded New Crime Productions, a Chicago based theater company |
1986 | Landed memorable cameo in "Stand By Me," helmed by Rob Reiner |
1985 | Starred as a heartbroken teen in the comedy "Better Off Dead" |
1985 | Featured in Disney's "The Journey of Natty Gann" |
1985 | Played first leading role in Rob Reiner's "The Sure Thing"; first screen teaming with Tim Robbins |
1984 | Cast as one of the main nerds featured in "Sixteen Candles"; sister Joan also appeared in film |
1983 | Screen acting debut as a prep school student in the coming-of-age comedy "Class" |
1982 | Went on first feature audition at age 16 for "Class" |
| Appeared in industrial films, doing voiceovers in commercials and acting in radio spots by the age of 12 |
