Ranking funny movies is serious business. Though Hollywood rolls out dozens of comedies every year, only a select few truly stand the test of time. These classics find ways to make us laugh unlike ever before, with unforgettable characters and ridiculous set-pieces.

But what is the most hilarious film of all time? That debate might never be fully resolved, but we’ve assembled the top contenders here. Whether they’re beloved classics and sleeper hits you probably forgot about, just thinking about these movies will have you laughing your head off.

30. Dirty Rotten Scoundrels: Crass and classy con men, played by Steve Martin and Michael Caine, go toe-to-toe to rob an heiress in this spirited classic. Boasting quality jokes and story, the movie remains entertaining as ever with its twist ending.

Orion Pictures

29. Mean Girls: High school students are vicious, and nobody’s captured that truth better than Tina Fey. Her wickedly funny script pits Lindsay Lohan and Rachel McAdams against one another with hilarious results. It’s even been turned into a Broadway musical!

Lorne Michaels Productions

28. Team America: World Police: Here’s one puppet show not meant for children. In one of the most improbable feats of comedy history, Trey Parker and Matt Stone of South Park skewered politics and celebrity culture with marionettes — and not a single human actor in sight.

Scott Rudin Productions

27. The Birdcage: Robin Williams and Nathan Lane are a match made in heaven. They play married Miami nightclub owners who put on a straight charade when their son falls in love with the daughter of a conservative politician. Plus, the movie ends with Gene Hackman in drag!

Nichols Film Company

26. Kingpin: Many sports comedies follow a similar template, but this is the only movie about a one-handed hustler discovering an Amish bowling prodigy. Besides featuring peak Woody Harrelson and Randy Quaid, Kingpin includes a villainous Bill Murray with the worst combover imaginable.

Motion Picture Corporation of America

25. Duck Soup: Blending slapstick humor with insightful social commentary, the Marx Brothers laid the groundwork for practically every comedy movie here. Though it wasn’t a huge success upon its 1933 release, Duck Soup is now considered a masterclass in hilarity.

Paramount Pictures

24. Hot Fuzz: Small-town monotony and bombastic action sequences collide in this terrific Edgar Wright project. His dense script is elevated by the natural chemistry between Simon Pegg and Nick Frost, who topped their already impressive Shaun of the Dead performances.


23. Annie Hall: Despite Woody Allen’s unfortunate personal life, this film still stands out as the gold standard romantic comedy. Diane Keaton played the role of a lifetime as the title character and influenced women’s fashion for years to come.

United Artists

22. The Blues Brothers: Unlike most films based on Saturday Night Live sketches, the saga of Jake and Elwood Blues is nothing short of brilliant. Besides performances from music greats like Ray Charles and Aretha Franklin, it has one of the best car chases in cinema.

Universal Pictures

21. The 40-Year-Old-Virgin: If you can believe it, the famous chest-waxing scene was 100% real. But even without Steve Carrell’s anguished screams, the 2005 sleeper hit wowed audiences and kicked off Judd Apatow’s hot streak of hilarious movies.

Apatow Productions

20. Some Like It Hot: In an edgy twist for 1959, two jazz musicians — played by Tony Curtis and Jack Lemmon — disguise themselves as women after witnessing a mafia hit. But an in-her-prime Marilyn Monroe is the one who really steals the show.

Mirisch Company

19. Napoleon Dynamite: A short student film at Brigham Young University evolved into this surprise indie hit in 2005. The offbeat high school comedy had everyone practicing Rex Kwon Do and voting for Pedro. Gosh!

MTV Films

18. Christmas Vacation: Tons of holiday comedies fall flat, and most sequels feel uninspired. That’s why it’s hard to believe how this entry in the Vacation series became so illuminatingly funny. Unlike the Griswolds’ turkey, not a single scene is dried out.

Hughes Entertainment

17. Best In Show: How meticulous is this satire? Well, if you had it on in the background, you might not notice that it’s not a real dog show! But once you pay attention to Christopher Guest’s superb cast, you’ll agree they all deserve a blue ribbon.

Castle Rock Entertainment

16. What We Do in the Shadows: Taika Waititi and Jermaine Clement went for the jugular in their uproarious take on modern-day vampires. We learn that these supernatural creatures hate having roommates as much as humans do, and that werewolves are surprisingly polite.

15. Anchorman: Will Ferrell and friends made headlines for introducing this San Diego news team to the world. With all due respect to Ron Burgundy’s flute solo, the highlight is surely the cameo-studded fight scene, where A-list actors pummel each other with tridents and hand grenades.

Apatow Productions

14. Monty Python and the Holy Grail: Are those horses off in the distance? Nope, these Knights of the Round Table simply trot along to the sound of coconuts. This beloved film is packed with the silliest gags in England, from a killer rabbit to the Knights Who Say “Ni.”

Python Pictures

13. Walk Hard: When it came to depicting Dewey Cox, no self-important music biopic was safe. The whip-smart parody went after every cliche in the book, whether the Johnny Cash caricature was coming up with hit songs on the spot or ripping sinks out of the wall every time he got angry.

Relativity Media

12. Young Frankenstein: It’s alive! Mel Brooks brings horror tropes back to life in this masterful parody, and anyone who disagrees is Abby Normal. You notice something new every time you watch, like Igor’s hump moving back and forth between scenes.

11. Caddyshack: After seeing this comedy classic, you’ll never look at a Baby Ruth bar the same way again. And between Bill Murray gopher-hunting and Rodney Dangerfield insulting everyone in sight, golf actually looks fun in this movie!

Orion Pictures

10. The Big Lebowski: If you dislike this idiosyncratic Coen Brothers’ hit, well, that’s just, like, your opinion, man. Jeff Bridges portrays the ultimate slacker as The Dude, who gets caught up in a caper involving kidnapping, bowling, and a stained rug.

Working Title Films

9. Borat: Despite encouraging frat bros to shout, “My wife!” every five minutes, this mockumentary did the impossible. Sacha Baron Cohen’s clueless Kazakhstani reporter became a worldwide sensation by blending uncomfortable real-life interviews with hilarious scripted scenes. Simply put, it’s very nice!

Four By Two Films

8. Life of Brian: When multiple countries ban a movie’s release, you know it must be funny. The 1979 Monty Python epic lampooned every biblical trope in the book, culminating in dozens of crucified victims singing “Always Look on the Bright Side of Life.”

Handmade Films

7. Step Brothers: Refusing to grow up is bad in real life, but hilarious onscreen. John C. Reilly and Will Ferrell play the ultimate man-children in this dysfunctional family comedy. Even if you don’t like to laugh, you’ll appreciate the cautionary tale about DIY bunkbeds.

Gary Sanchez Productions

6. Austin Powers: International Man of Mystery: Though both sequels are gold, you can’t beat the original. Mike Myers effortlessly shines as both Powers and Dr. Evil in this James Bond-spoof. Every gag will bring a smile to your face and a pinky to your lip.

New Line Cinema

5. Dr. Strangelove: Nuclear annihilation has never been so uproarious. Long before Eddie Murphy or Mike Myers played a hundred different parts in their movies, Peter Sellers was electric as three characters in Stanley Kubrick’s Cold War satire.

Hawk Films

4. The Naked Gun: Frank Drebin is easily the dumbest police detective to ever grace the screen, and we’re all better off for it. In the process of saving Queen Elizabeth’s life, Leslie Nielsen tears Los Angeles to pieces and absolutely ruins a Dodgers game.

Paramount Pictures

3. Blazing Saddles: Has any comedy ever taken more risks? Mel Brooks spoofed the hallowed Western genre and race relations in this 1974 picture, and it paid off big-time. The only downside is that the magnetic Cleavon Little never got more leading roles.

Warner Bros.

2. This Is Spinal Tap: Easily the greatest fictional band ever, this rock trio turns it up to eleven. Many actual groups, from Black Sabbath to U2, admitted they ran into the same mishaps as Tap. Let’s just hope they didn’t go through as many drummers.

1. Airplane!: Shirley, you must have seen this all-time great. Perhaps no film is packed with as many (quality) jokes per minute, plus it allowed Leslie Nielsen to pivot into comedy stardom. You don’t need to be on autopilot to watch Airplane! again and again. Of course, not all the best comedies are movies…

Paramount Pictures

50. The funniest sitcoms also deserve their own ranking, and that list begins with The Beverly Hillbillies, 1962-1971. Praised by audiences and hated by critics, it follows a family that relocates from mountain country to the posh Beverly Hills neighborhood. As you can imagine, it’s a very smooth transition with no misunderstandings at all.

The Beverly Hillbillies / CBS

49. Fresh Off the Boat, 2015-current: This sitcom reinvigorated the tired primetime lineup. It was the first American sitcom to have a full Asian American cast in over 20 years and went on to be the only one to air over 100 episodes.

Fresh Off the Boat / 20th Century Fox

48. Married…with Children, 1987-1997: An early adapter of common sitcom tropes, father Al Bundy pioneered the role of the dim-witted husband. Riddled with stereotypes, the show was surprisingly one of the edgiest of its time. In 1996, it was called “the crudest show on television.”

Married…with Children / Columbia Pictures Television

47. Bewitched, 1964-1972: Samantha is a witch turned housewife to a mortal man. Issues arise with her magical family, who disapprove of the union. The introduction of a fantasy elements into the sitcom structure was novel at the time.

Bewitched / ABC

46. The Nanny, 1993-1999: The flashy girl from Flushing known as Fran Fine played a fashion-forward, heavily accented nanny to high-society children in Manhattan. It has everything. A sassy butler, a mismatched romance, and many delightful disasters.

The Nanny / CBS

45. 3rd Rock from the Sun, 1996-2001: The normal appearing Solomon family is actually a group of aliens disguised as humans on a mission to studying earthlings. The intersection between sci-fi and sitcom genres creates uniquely hilarious situations lead by the stellar John Lithgow.

3rd Rock from the Sun / NBC

44. The Wonder Years, 1988-1993: Set in an era twenty years before its actual air dates, this sitcom was intoxicatingly nostalgic for another time. Ernest and heartfelt, the show is a coming-of-age story at heart that offers a different tone from the average sitcom.

The Wonder Years / ABC

43. Diff’rent Strokes, 1978-1986: A very young and adorable Gary Coleman made the show what is was with his signature catchphrase and charming spunk. The sitcom is also known for creating “special” episodes, a common ploy where funny sitcoms address serious issues.

Diff’rent Strokes / NBC

42. I Dream of Jeannie, 1965-1970: Similar in structure to its rival series, the aforementioned Bewitched the two fantasy-based sitcoms were enemies for years. Jeannie revolves around a 2,000 year-old and very attractive genie whose master (and future husband) is an astronaut.

I Dream of Jeannie / NBC

41. Brooklyn Nine-Nine, 2013-current: This sitcom takes a police procedural and turns it on its head with some distinctively silly characters. Praised for promoting LGBTQ visibility, its clever mix of witty writing and absurd antics make it a real joy.

Brooklyn Nine-Nine / NBC

40. It’s Always Sunny in Philadelphia, 2005-current: Far from traditional, the show follows a group of friends with no semblance of moral compass. The “gang” is constantly involved in unethical misadventures involving dark humor, most often in the pursuit of personal gain. Sunny is way off the beaten path and singularly hilarious.

It’s Always Sunny in Philadelphia / FX

39. Roseanne, 1988-1997: The working-class Connor family was lead by matriarch Roseanne Connor, played by Roseanne Barr. The no-frills lifestyle lived by the Connor family appealed to audiences for its time on-air. Roseanne’s huge personality was the heart of the show.

Roseanne / ABC

38. Family Matters, 1989-1998: As the stars of one of the longest-running sitcoms starring a black family, the Winslows secured their place in history. With help from their wacky show-stealing neighbor Steve Urkel and his iconic catchphrase, “Did I do that?”

Family Matters / Warner Bros.

37. All in the Family, 1971-1979: Archie Bunker is one of the most famous television fathers, though his prejudicial disposition didn’t allow him to age well. Grumpy and bigoted, he plays opposite his kind and patient wife, a common dynamic in sitcom marriages.

All in the Family / Tandem Productions

36. Home Improvement, 1991-1999: Tim Allen was absolutely crushing it in the ’90s, and this beloved sitcom is part of the reason. In 1993, the show went to number one at the same time Allen had the number one book and movie in America.

Home Improvement / Touchstone Television

35. Who’s the Boss, 1984-1992: Tony Danza plays ex-baseball star Tony who takes a job as a housekeeper. Angela Bower, played by Judith Light, is the divorced advertising executive who employs him. The switching of gender roles and charisma of Danza create a really fun watch.

Who’s the Boss / ABC

34. Scrubs, 2001-2010: The creators of Scrubs thought totally outside the box. With Zach Braff playing protagonist J.D., this comedy meets drama is unique in construction as J.D. narrates his days and vignettes are used to tell the story. It’s funny, thoughtful, and heart-warming.

Scrubs / Touchstone Television

33. The Good Place, 2016-current: Modern sitcoms have the challenge of keeping a somewhat over done genre fresh. Ted Danson and Kristen Bell do exactly that in The Good Place. Bell’s character navigating a heavenly afterlife is totally original and incredibly well-written.

The Good Place / NBC

32. Veep, 2012-2019: Political satire is not often the theme of a sitcom, but Julia Louis-Dreyfus and the cast of Veep deliver perfect execution. The HBO series is edgy, whip-smart, and almost too realistic when looking at American politics.

Veep / HBO

31. The Mary Tyler Moore Show, 1970-1977: Character Mary Richards was totally groundbreaking for the time, as she was a single and independent young woman working on her career. The style of writing is celebrated for its realistic and complex character structures.

The Mary Tyler Moore Show / MTM Enterprises

30. Malcolm in the Middle, 2000-2006: Malcolm is a kid with a genius IQ and the middle sibling of three very devious and destructive boys. Overwhelmed parents Hal and Lois, played by Bryan Cranston and Jane Kaczmarek, are an incredible highlight.

Malcolm in the Middle / Fox Television Studios

29. Community, 2009-2015: The Dan Harmon series follows a study group of mismatched individuals doing their time at Greendale Community College. The show is testament to the magic of a powerhouse ensemble and, of course, a great script.

Community / Sony Pictures Television

28. The Golden Girls, 1985-1992: The series is a singular sensation among sitcoms, as the main characters are all older, single women. The four protagonists share their golden years together in Miami. The girls enjoyed six consecutive seasons in the top ten.

The Golden Girls / Touchstone Television

27. The Big Bang Theory, 2007-2019: It’s a sitcom in the most traditional sense of the genre that left behind a fairly complicated legacy. Despite being the longest running multi-camera sitcom of all time, people give the simple show a hard time.

The Big Bang Theory / CBS

26. Blackish, 2014-current: Tracey Ellis Ross and Anthony Anderson make a radiant pair as Rainbow and Dre Johnson. The family encounters cultural and political issues as they raise their biracial children and aim to retain their black culture in the suburban neighborhood they live in.

Blackish / ABC Studios

25. That 70’s Show, 1998-2006: About a group of teenagers spending their days in a Wisconsin basement, this throwback has a coming-of-age theme with an ensemble cast that’s impossible not to fall in love with. It’s funny and relatable, with a healthy serving of pop culture references.

That 70’s Show / The Carsey-Werner Company

24. The Dick Van Dyke Show, 1961-1966: Winner of 15 Emmy awards, this show follows the life of Rob Petrie, as played by Dick Van Dyke. He is the head writer for a fictional variety show, a trope used in subsequent sitcoms.

The Dick Van Dyke Show / Calvada Productions

23. Full House, 1987-1995: If simply mentioning this show doesn’t summon the melodic theme song in your head, then you’re probably not a fan. Full House is the quintessential family sitcom that made us laugh and cry, and taught morals along the way.

Full House / Jeff Franklin Productions

22. Parks and Recreation, 2009-2015: Initially written off as another version of The Office, Parks and Rec eventually became extremely popular. The ensemble cast is as endearing as it gets, with Nick Offerman as the surly Ron Swanson and Amy Poehler as sunny Leslie Knope running the show.

Parks and Recreation / NBC

21. Arrested Development, 2003-2006: It’s the perfect storm of possibly the greatest writing in sitcom history and a cast of characters with no weak link, all narrated by Ron Howard. Critically acclaimed and cancelled before its time, the show is one of the greatest.

20th Century Fox Television

20. How I Met Your Mother, 2005-2014: The plot exists in flashbacks told by the unlucky-in-love character Ted as he tells his children how he met their mother. The structure is totally unique, and the cast is dynamite.

Ron P. Jaffe / Fox

19. Family Ties, 1982-1989: As the vessel that brought us Michael J. Fox, this sitcom was top banana in the 1980’s. The show paired a Ronald Reagan-loving teen with two ex-hippie parents. Writers highlighted the extremely divided America in an easily digested way.

Family Ties / CBS

18. Three’s Company, 1977-1984: This sitcom plays on the various pros and cons of living with roommates, particularly when in a co-ed situation. Throw in a wacky landlord courtesy of Don Knotts and many, many prat falls from John Ritter and you’ve got a hit!

Three’s Company / ABC

17. Will & Grace, 1998-2006: Once you watch this series, everyone on screen immediately becomes your best friend. The four main stars have palpable chemistry and exquisite comedic timing that does justice to a very smart script. There’s a reason it won 18 Emmys!

Will & Grace / NBC

16. Curb Your Enthusiasm, 2000-current: It’s pretty, pretty, pretty good. This show works so well because of its roots in the irritated, neurotic lens of a fictionalized Larry David poorly and hilariously navigating the simplest of life’s problems.

Curb Your Enthusiasm / HBO

15. Schitt’s Creek, 2015-current: It’s pure magic. The old school appeal of Eugene Levy and Catharine O’Hara coupled with the brilliance of Dan Levy and Annie Murphy create a show that you can’t stop watching.

Schitt’s Creek / Not a Real Company Productions

14. Friends, 1994-2004: The appeal of this beloved sitcom is its ability to be down-to-earth and pure fiction all at once. While being incredibly attractive, mostly successful and living in an NYC apartment that might as well be from a fairy tale, the group of six manages to be accessible.

Friends / NBC

13. The Jeffersons, 1975-1985: It’s the longest running sitcom with a primarily black cast and the first sitcom to ever feature an interracial couple as a main focus. This sitcom helped carve out a voice and space for black Americans on screen.

The Jeffersons / Sony Pictures Television

12. The Simpsons, 1989-current: The Simpson family is America’s favorite animated sitcom, as evidenced by the over thirty seasons it has remained on-air. Beyond that, the iconography and characters created by Matt Groening are irreplaceable in the American pop culture lexicon.

The Simpsons / Fox

11. The Fresh Prince of Bel-Air, 1990-1996: Driven by the blinding star power of a young Will Smith, this heartfelt sitcom is phenomenal. Show creators wanted to explore black-on-black prejudice, flipping the script of a rich white family and making them a rich black family instead.

The Fresh Prince of Bel-Air / NBC

10. Frasier, 1993-2004: Arguably the most successful spin-off of all time, Kelsey Grammar’s pretentious portrayal of Frasier Crane creates one of the most notable characters in television history. The script is very smart, with Frasier’s brother Niles offering humorous idiosyncrasies that are particularly successful.

Frasier / Paramount Network Television

9. The Andy Griffith Show, 1960-1968: The series was filmed in the ’60s, but in the fictional Mayberry, North Carolina feels like a simpler time. Griffith and the bumbling Barney Fife, as played by Don Knotts, make you feel right at home no matter where you’re from.

The Andy Griffith Show / CBS

8. 30 Rock, 2006-2013: It cleverly blends mainstream and off-beat elements of comedy to create an incredibly smart sitcom that is palatable to everyone. Tina Fey is in perfect form as the long-suffering head writer of a fictional sketch comedy show. Her writing offers many t-shirt worthy one-liners.

30 Rock / NBC

7. Modern Family, 2009-current: A sitcom approached from a mockumentary format, it has many traditional elements and stereotypical characters (shout out to Phil Dunphy as the best clueless dad ever). They just do it so much better. Plus, the diversity of a truly “modern” family shifts the long-told narrative.

Modern Family / ABC

6. M*A*S*H, 1972-1983: The series follows the lives of army staff during the Korean War at a Mobile Army Surgical Hospital (MASH). Balancing comedy with serious subject matter, it’s praised for creative and innovative ways for telling stories in the sitcom format.

M*A*S*H / 20th Century Fox Television

5. The Office, 2005-2013: This massively successful version of the U.K. original became America’s obsession. Steve Carell’s unflinching portrayal of the cringe-worthy but ultimately endearing Michael Scott has no parallel. A flawless script and unbeatable ensemble make it almost incomparable.

The Office / NBC

4. Happy Days, 1974-1984: The show took an idealized and nostalgic approach to life as a teenager in the 1950s. Producers decided to make “The Fonz” a main character, thus making it the most popular show on television. A guy who can water-ski in a leather jacket can do anything!

Happy Days / Paramount Television

3. Cheers, 1982-1993: The simple joy of being at a bar where everybody knows your name catapulted this sitcom to years of sustained success. The show earned a record 117 Emmy nominations and 28 wins. It’s expertly written and way ahead of its time in construction. It’s a modern classic.

Cheers / NBC

2. I Love Lucy, 1951-1957: It was the first scripted television show to be shot in front of a studio audience using the multi-camera technique, basically making it the mother of the modern sitcom. Lucille Ball’s comedic energy was the force behind four consecutive seasons at number one.

I Love Lucy / CBS

1. Seinfeld, 1989-1998: Described as “a show about nothing,” the series is the most popular sitcom of all time. Surprisingly, a lot of famous stars actually began their career on Seinfeld.

Seinfeld / NBC

Courteney Cox (Season 5, ‘The Wife’): Jerry cycled through many gorgeous onscreen girlfriends, including the soon-to-be Friends star. Her character posed as Jerry’s wife so she could use his dry cleaning discount.

Hulu / NBC

2. Bryan Cranston (Season 6, ‘The Mom and Pop Store’): The man who introduced the world to Walter White first appeared in five Seinfeld episodes as Tim Whatley. A frenemy of Jerry’s, he was a dentist suspected of regifting and also converting to Judaism ‘for the jokes.’

Columbia Pictures Television

3. Sarah Silverman (Season 8, ‘The Money’): In one of her first TV roles, the comedian appeared as Emily, Kramer’s girlfriend who kept him awake at night with her restless leg syndrome.

https://Hulu / NBC

4. Teri Hatcher (Season 4, ‘The Implant’): This desperate housewife was another one of Jerry’s flings. Their relationship fell apart due to his uncertainty about whether or not she had breast implants. As Hatcher famously revealed, they were real and they were spectacular!

5. Jon Favreau (Season 5, ‘The Fire’): Before he helmed the Iron Man movies, Favreau played Eric the Clown. George infamously shoved Eric and several children aside when a small fire broke out at a birthday party.

Columbia Pictures Television

6. Kathy Griffin (Season 7, ‘The Doll’): One of Seinfeld’s colleagues from the stand-up circuit, Griffin appeared as the former roommate of George’s fiancée Susan. Her character opened a one-woman show called ‘Jerry Seinfeld, The Devil.’

Columbia Pictures Television

7. Megan Mullally (Season 4, ‘The Implant’): The Will and Grace actress appeared as George’s girlfriend Betsy. The pair broke up after George was caught double-dipping a chip at her aunt’s funeral.

Columbia Pictures Television

8. Debra Messing (Season 8, ‘The Yadda Yadda’): On the topic of Will and Grace, Messing also appeared as Beth, a Seinfeld love interest. Jerry started dating her after her marriage falls apart until Beth revealed herself to be an anti-Semite.

Columbia Pictures Television

9. Michael Chiklis (Season 3, ‘The Stranded’): Before starring in The Shield, Chiklis played the worst houseguest of all time. As Jerry’s friend Steve, he got drunk in Seinfeld’s apartment and brought over a prostitute.

Columbia Pictures Television

10. Denise Richards (Season 4, ‘The Shoes’): While Jerry and George were pitching a show to NBC, Richards appears as the NBC chairman’s daughter. George, unfortunately, couldn’t stop staring at her low-cut shirt.

Hulu / NBC

11. Brad Garrett (Season 7, ‘The Bottle Deposit’): The gravelly-voiced Garrett appeared on this smash sitcom just months before the premiere of Everybody Loves Raymond. He portrayed an obsessive mechanic who steals Jerry’s car.

Hulu / NBC

12. Marisa Tomei (Season 7, ‘The Cadillac’): Tomei was already an established star, thanks to her Oscar-winning turn in My Cousin Vinny. Appearing as herself, she briefly dates George before discovering he’s engaged.

Columbia Pictures Television

13. Ben Stein (Season 8, ‘The Comeback’): Bueller? Bueller? Kramer? Stein brought his signature dry sensibilities and monotone voice to Seinfeld as Shellbach, an estate lawyer.

Columbia Pictures Television

14. Rob Schneider (Season 7, ‘The Friar’s Club’): Coming off a few seasons on SNL, Schneider portrayed Bob, a partially-deaf coworker of Elaine who makes her miserable.

Columbia Pictures Television

15. Jeremy Piven (Season 4, ‘The Pilot’): Before he embodied hotshot agent Ari Gold on Entourage, Piven played an actor auditioning for Jerry and George’s show-within-a-show.

Columbia Pictures Television

16. Molly Shannon (Season 8, ‘The Summer of George’): Shannon depicted Elaine’s odd coworker Sam a couple years after her SNL debut. Sam memorably trashed Elaine’s office after she made fun of Sam for walking without moving her arms.

Hulu / NBC

17. Bob Odenkirk (Season 8, ‘The Abstinence’): The former SNL writer portrayed Elaine’s doctor boyfriend who struggled to get his license. Odenkirk later joined Bryan Cranston as a Seinfeld guest who became a star in the Breaking Bad universe.

Hulu / NBC

18. Lauren Graham (Season 8, ‘The Millennium’): Lorelai Gilmore was another one of Jerry’s short-lived girlfriends. They split after an argument about her phone’s speed dials — you know, back when that was a thing.

Hulu / NBC

19. Patton Oswalt (Season 6, ‘The Couch’): The stand-up comic and Ratatouille star appeared as a video store clerk. He clashes with George by refusing to call the current renters of a particular movie.

Hulu / NBC

20. Catherine Keener (Season 3, ‘The Letter’): Keener went on to star in The 40-Year-Old Virgin and Get Out. As Jerry’s artsy girlfriend Nina, she paints a strangely captivating portrait of Kramer.

Hulu / NBC