Filmography
| Year | Title | Role |
| 2024 | The Girl in the Pool (2024) | William |
| 2024 | Goodrich (2024) | Actor |
| 2023 | Sweetwater (2023) | Abe Saperstein |
| 2021 | Notorious Nick | Alex |
| 2019 | Goalie | Jack Adams |
| 2018 | The Front Runner | Bob Martindale |
| 2018 | Lez Bomb | George |
| 2017 | Three Christs | Dr. Orbus |
| 2016 | Arms and the Dudes | Ralph Slutsky |
| 2016 | Compadres | Banker |
| 2016 | The Late Bloomer | Director |
| 2016 | The Tiger Hunter | Frank Womack |
| 2015 | Borealis | Tubby |
| 2015 | Misery Loves Comedy | Director, Writer |
| 2015 | Camino | Donald |
| 2014 | The One I Wrote for You | Mickey |
| 2013 | 3 Geezers! | Kevin |
| 2013 | Grace Unplugged | Frank "Mossy" Mostin |
| 2013 | Max Rose | Christopher Rose |
| 2012 | The Magic of Belle Isle | Joe Viola |
| 2012 | Chez Upshaw | Heaton Upshaw |
| 2011 | The Big Year | Jim Gittelson |
| 2010 | Cop Out | Hunsaker |
| 2010 | Choose | Sheriff Tom Wagner |
| 2009 | Middle Men | Curt Allmans |
| 2008 | Otis | Elmo Broth |
| 2008 | Picture This! | Tom Gilbert |
| 2005 | Niagara Motel | Michael |
| 2005 | Hostage (2005) | Mr. Smith |
| 2004 | The Whole Ten Yards | Lazlo Gogolak |
| 2004 | Seven Times Lucky | Harlan |
| 2003 | Blizzard | Archimedes |
| 2002 | Juwanna Mann | Lorne Daniels |
| 2002 | Stolen Summer | Rabbi Jacobsen |
| 2002 | Frank McKlusky, C.I. | Ronnie Rosengold |
| 2002 | The Santa Clause 2 | Cupid |
| 2002 | Mother Ghost | Dr. Norris |
| 2001 | The Wedding Planner | Dr. John Dojny |
| 2001 | 3,000 Miles To Graceland | Federal Marshall Damitry |
| 2001 | Dr. Dolittle 2 | Jack Riley |
| 2000 | The Whole Nine Yards | Yanni Gogolack |
| 2000 | Steal This Movie | Gerry Lefcourt |
| 1999 | Deterrence | President Walter Emerson |
| 1999 | End of Days | Chicago |
| 1999 | She's All That | Wayne Boggs |
| 1999 | A Deal is a Deal | Jerry |
| 1998 | Ruby Bridges | Dr. Robert Coles |
| 1996 | That Thing You Do! | Victor "Boss Vic Koss" Kosslovich |
| 1995 | The Usual Suspects | Todd Hockney |
| 1995 | Casino (1995) | Phillip Green |
| 1995 | Miami Rhapsody | Jordan Marcus |
| 1995 | Canadian Bacon | Stu Smiley |
| 1994 | Clean Slate | Rosenheim |
| 1993 | Wayne's World 2 | Jerry Segel |
| 1993 | Grumpy Old Men | Jacob Goldman |
| 1992 | A Few Good Men | Lt. Sam Weinberg |
| 1991 | L.A. Story | Frank Swan |
| 1991 | Ricochet | Larry Doyle |
| 1990 | Avalon (1990) | Izzy Kirk |
