Top 10 Best Jason Segel Roles of All Time Jason Segel brings his unique charm and humor to every role.

Jason Segel is that lovable loser who’s actually a really nice guy underneath. Sometimes underneath that is a complete psycho, and not knowing for sure at any given moment which version you’ll get is half the fun of watching him on screen. Sit back, relax, and check out these classic Jason Segel movie and TV roles.

10. Bad Teacher


Character: Russell Gettis

This 2011 Cameron Diaz vehicle featuring a gold-digging teacher who’s chasing Justin Timberlake’s wealthy cute guy. Meanwhile, Segel’s gym teacher Russell is completely in love with her and stuck in the friend zone until the happy ending at the end.

9. I Love You, Man

Jason Segel I love You Man

Character: Sydney Fife

Segel shines opposite Paul Rudd and Rashida Jones in this 2009 comedy about a couple of friendless guys who bond. The chemistry of these two men is clear, as this is their third movie together, following Knocked Up and Forgetting Sarah Marshall.

8. The End of the Tour


Character: David Foster Wallace

This interesting 2015 drama chronicles the memoir of Writer David Lipsky’s (Jesse Eisenberg) time with novelist David Foster Wallace (Segel). It’s a brilliant film that earned Segel a lot of awards buzz by proving he’s a legitimate actor who knows how to lose himself in a character.

7. Jeff, Who Lives at Home

Jeff Who Lives At Home

Character: Jeff

This 2011 dramedy features an all-star cast including Segel, Ed Helms, Judy Greer, and Susan Sarandon. Segel is in his stoner comfort zone playing exactly who you’d think he would be if he weren’t Jason Segel. It’s a warm, whimsical comedy that benefits from everyone on screen.

6. Sex Tape

Jason Segel Cameron Diaz Sex Tape

Character: Jay

Segel’s 2014 Sex Tape is second only to Will Arnett’s sex tape with the Olsen twins as the most hilarious celebrity sex tapes in existence. Paris Hilton is a strong third. He again teams with Diaz in a movie about a couple who films a sex tape only to have it leak and create problems for them.

5. The Five-Year Engagement


Character: Tom Solomon

This 2012 romcom couples Segel with Emily Blunt in a perpetually stunted relationship. Every time they think it’ll be the right time, something gets in the way. Think of the opening five minutes of Idiocracy stretched out into a full-length movie that’s a delight to watch.

4. How I Met Your Mother

Slapsgiving #3: Slappointment in Slapmarra
Slapsgiving #3: Slappointment in Slapmarra In an attempt to deliver a devastating final slap to Barney, Marshall explains how he mastered the Slap of A Million Exploding Suns. Pictured: Jason Segel as Marshall. Photo: Ron P. Jaffe/Fox © 2013 Fox Television. All rights reserved

Character: Marshall Eriksen

Marshall and Lily’s (Alyson Hannigan) marriage is the strongest and most enduring relationship in the entire series. Even the showrunners were shocked when it continued for nine grueling seasons, but the chemistry between these two, along with Neil Patrick Harris and the gorgeous Cobie Smulders, makes it a watchable show even today.

3. The Muppets

Muppets Jason Segel

Character: Gary

This 2011 Disney reboot of Jim Henson’s family-friendly classic is a strange mix of sweet and perverse. In fact, that’s exactly what made it so much fun to watch. Segel and Amy Adams are the perfectly cartoony couple to personify everything that’s right about those Muppets.

2. Undeclared

Undeclared Jason Segel

Character: Eric

Following up on his Freaks and Geeks turn in high school, Judd Apatow took Segel to college (sorta) in this 2001 TV series. He plays Lizzie’s (Carla Gallo) obsessive high school boyfriend who gets cheated on pretty much immediately when she gets to college. So he keeps showing up to antagonize poor Steven Karp (Jay Baruchel) throughout the show’s one and only season.

1. Forgetting Sarah Marshall

forgetting sarah marshall

Character: Peter Bretter

Although nobody in this movie (which Segel also wrote) was exactly unknown, it catapulted the entire cast into legendary status. This included Segel, Kirsten Bell, Mila Kunis, Russell Brand, and even Jonah Hill and Bill Hader. It’s still watchable today and notable for Segel’s full-frontal nudity, among other things.


Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer.

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