American Pie, 1999
Jason's breakout role as lovable, sex-obsessed teen Jim propelled raunchy comedy American Pie into cult classic stardom.
Orange Is the New Black, 2013 - 2019
Jason played Larry Bloom, the husband of convicted criminal Piper Chapman (Taylor Schilling) in this Emmy-winning prison series.
Jersey Girl, 2004
Jason starred opposite Ben Affleck and Liv Tyler in Kevin Smith's family comedy about a widower and his adorable daughter as they try to rebuild their lives after loss.
American Pie 2, 2001
Jason reprised his beloved role alongside on-screen dad Eugene Levy when Jim went off to college in the 2001 sequel.
American Wedding, 2003
Jim and Michelle finally tie the knot in the third American Pie movie, but of course their nuptials don't go off without a hitch.
Mad Love, 2011
Short-lived sitcom series Mad Love followed four single friends in New York City (sound familiar?) but with a twist: two pals are falling in love, while the other two can't stand each other. Sarah Chalke, Judy Greer and Tyler Labine completed the hilariously troubled foursome.
My Best Friend's Girl, 2008
Do nice guys always have to finish last? Jason portrayed Dan, a down-on-his-luck hopeless romantic who hires his best friend Tank (Dane Cook) to take out his ex-girlfriend Alexis (Kate Hudson) on the worst date of her life so she would want to get back together with Dan. The only problem: Tank falls for her too.
Over Her Dead Body, 2008
A man (Paul Rudd) is haunted by his dead ex-girlfriend (Eva Longoria) once he starts dating a psychic (Lake Bell) in this 2008 rom-com. Thankfully Jason is there to provide some comic relief!
The Subject, 2020
Jason played a documentary filmmaker grappling with the fallout of his latest film, which captured the murder of an innocent Black teen on-camera.
Outmatched, 2020
Jason's 2020 FOX sitcom paired him with Maggie Lawson as a normal married couple trying to raise their abnormally genius children.
American Reunion, 2012
The gang is back together again in the 2012 follow-up, American Reunion.
Anything Else, 2003
Jason starred as Jerry Falk in Woody Allen's Anything Else as a man who falls in love with an endearing but flighty woman, played by Christina Ricci.
Loser, 2000
The 2000 college comedy follows Jason as a student who falls for his classmate (Mena Suvari). Meanwhile, she is lusting after their professor (Greg Kinnear).
Boys and Girls, 2000
Jason reunited with American Pie co-star Alyson Hannigan in this 2000 comedy about two best friends—played by Jason and Freddie Prince Jr.—who battle for the affections of their shared love interest, portrayed by Claire Forlani.
As the World Turns, 1994
Jason played Pete Wendell in one episode of the hit soap opera. Just add him to the slew of other stars who got their starts on a soap!