The Best Male Stand Up Comedians of the 2000s

Ranker Comedy
Updated May 15, 2024 62.0K views 27 items
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Vote up the funniest male stand up comedians that were in their prime in the 2000s

The best 2000s stand up comedians range from blue collar humor to just straight blue humor to intellectually stimulating one-liners. Whether you are a fan of Lewis Black or Louis C.K., the 2000s were big years in comedy. With standup specials from Katt Williams and Patton Oswalt, who are two of the best 2000s comedians of all time, the decade was chock full of laughs. A list of the funniest 2000s stand up comedians cannot be complete without Dane Cook, who shattered records in 2006 with comedy album sales. The funniest 2000s comedians also include Gabriel Inglesias and Mike Birbiglia, both of whom got a lot of love from Comedy Central during that era.  “Roastmaster General” Jeff Ross also made his name known, solidifying his status as one of the best 2000s male comedians, after the Comedy Central Roasts. 

This list of the top 2000s comedians will remind you of your favorite professional jokesters from the time period. D.L. Hughley made himself known as one of the top 2000s stand up comedians while Brad Garrett, fresh off of Everybody Loves Raymond, made the stand up club circuit his domain and became one of the best male comedians of the 2000s. He even has a stand up club currently in Hollywood, where some of his fellow best 2000s male comedians perform. Comics like Nick DiPaolo and Kevin Hart can be seen doing stand-up in LA today, as their audiences all recall how they became some of the best male comedians of the 2000s. Vote up your favorite of the funniest 2000s male comedians, ranging from Daniel Tosh to Zach Galifianakis. The funniest male comedians of the 2000s and great 2000s comedians are not just known for the years 2000-2009; these men are still famous funnymen whose status as some of the great 2000s male comedians did not dissipate in the 2010s.

Most divisive: Dane Cook
Over 1.2K Ranker voters have come together to rank this list of The Best Male Stand Up Comedians of the 2000s
  • George Carlin
    1
    325 votes
    Dec. at 71 (1937-2008)

    A legendary comic, George Carlin was a fierce critic of American society and a master of wordplay. His groundbreaking "Seven Words You Can Never Say on Television" routine earned him icon status. With 14 HBO specials and five Grammy Awards for his comedy albums, Carlin's influence on modern comedy cannot be overstated.

  • Robin Williams
    2
    306 votes
    Dec. at 63 (1951-2014)

    A beloved entertainer, Robin Williams was known for his incredible improvisational abilities and contagious energy. He rose to fame as the quirky alien Mork in Mork & Mindy, with the big screen quickly following in critically acclaimed roles like Good Morning, Vietnam and Dead Poets Society. Williams' stand-up specials such as Live at the Met showcase his ability to seamlessly switch between characters and accents, making him an unforgettable comedic presence.

  • Bill Burr
    3
    350 votes
    Age: 55

    Known for his blunt, observational humor and biting social commentary, Bill Burr has been a staple in the comedy world for over two decades. He's known for his successful animated Netflix series F is for Family and the Monday Morning Podcast. A frequent talk show guest, his stand-up specials include Walk Your Way Out and Paper Tiger.

  • Norm Macdonald
    4
    272 votes

    With his trademark dry wit, Norm Macdonald excelled at deadpan delivery and offbeat humor. Best known for his tenure on Saturday Night Live in the 90s as the Weekend Update anchor, his comedic style influenced countless comedians who followed. His stand-up specials include Me Doing Standup and the Netflix original Hitler's Dog, Gossip & Trickery.

  • Louis C.K.
    5
    342 votes
    Age: 56

    A prolific writer, Louis C.K. has been praised for his raw, confessional humor exploring topics from parenthood to human nature. He created and starred in the award-winning TV series Louie and directed several comedy specials. Despite a temporary hiatus due to personal controversies, he has returned to performing stand-up with his latest special, Sincerely Louis CK.

  • Jim Gaffigan
    6
    270 votes

    A master of observational humor, Jim Gaffigan excels at finding humor in everyday situations. He is particularly well-known for his jokes about food, with his Hot Pockets routine becoming a classic bit. With multiple comedy specials, including Quality Time and King Baby, his clean, family-friendly humor has endeared him to fans around the globe.

  • Kevin Hart
    7
    271 votes
    Age: 44

    With his high-energy, physical brand of comedy, Kevin Hart has become a major figure in the stand-up world. Known for drawing on his personal life and family for material, his comedic storytelling resonates with audiences. Hart boasts a string of successful stand-up specials like Laugh at My Pain and What Now?, as well as a successful acting career in films like Jumanji and Ride Along.

  • Brian Regan
    8
    238 votes

    Brian Regan

    Age: 66

    Clean and relatable, Brian Regan's comedy focuses on everyday experiences and his own personal quirks. His expressive facial expressions and physical humor have made him a stand-up favorite for years. With numerous appearances on late-night television, his specials include Nunchucks and Flamethrowers and On the Rocks.

  • Zach Galifianakis
    9
    175 votes

    Quirky and offbeat, Zach Galifianakis rose to fame with his unique brand of alternative humor. Best known for his role in The Hangover films, he also gained attention with his Between Two Ferns talk show parody series, interviewing celebrities in an awkward and hilarious manner. His stand-up specials include Live at the Purple Onion and Zach Galifianakis: Of Mice and Little Men.

  • Greg Giraldo
    10
    161 votes
    Dec. at 44 (1965-2010)

    Known for his biting wit and sharp tongue, Greg Giraldo was a popular comedian and television personality before his untimely death in 2010. He was a regular on Comedy Central's Tough Crowd with Colin Quinn and often appeared as a guest on late-night talk shows. His insightful humor can be enjoyed in his stand-up specials, including Good Day to Cross a River and Midlife Vices.

  • Patton Oswalt
    11
    175 votes

    A versatile comic, Patton Oswalt is known for his intelligent humor, pop culture references, and masterful storytelling. He has appeared in numerous television shows, including The King of Queens and The United States of Tara, and voiced the character of Remy in the Pixar film Ratatouille. His stand-up specials include Talking for Clapping and Annihilation.

  • Daniel Tosh
    12
    246 votes

    Daniel Tosh is known for his dark humor, sarcasm, and edgy one-liners. As the host of Comedy Central's long-running series Tosh.0, he rose to fame critiquing internet videos and pop culture phenomena. His stand-up specials include Completely Serious and People Pleaser.

  • Lewis Black
    13
    197 votes

    An angry comic with an intellectual edge, Lewis Black is known for his rants about politics, religion, and pop culture. A frequent contributor on The Daily Show, his loud, finger-pointing style has become iconic. His stand-up specials include Old Yeller: Live at the Borgata and Black on Broadway.

  • Katt Williams
    14
    217 votes

    With a fast-paced, confrontational style, Katt Williams has been entertaining audiences with his raw, honest comedy for years. He often discusses racial issues, relationships, and celebrities in his material. His stand-up specials include The Pimp Chronicles Pt. 1 and Great America.

  • Mike Birbiglia
    15
    165 votes

    Mike Birbiglia

    Age: 45

    A skilled storyteller, Mike Birbiglia weaves personal anecdotes and observational humor in his stand-up routines. He gained fame with his off-Broadway show Sleepwalk With Me which he later adapted into a successful film and memoir. Birbiglia's thoughtful, introspective comedy can be seen in specials like My Girlfriend's Boyfriend and The New One.

  • Gabriel Iglesias
    16
    238 votes

    Nicknamed "Fluffy," Gabriel Iglesias combines storytelling, impressions, and sound effects in his energetic routine. He frequently discusses his Hispanic heritage and experiences with weight loss in his material. His numerous stand-up specials include Hot and FluffyI'm Not Fat... I'm Fluffy, and One Show Fits All.

  • Nick Swardson
    17
    161 votes

    An energetic, physical comic, Nick Swardson is known for his hilarious characters and sketch comedy. He has appeared in numerous television shows and films, including Reno 911! and Grandma's Boy. His stand-up specials feature his trademark humor, with titles like Seriously, Who Farted? and Taste It.

  • Bo Burnham
    18
    131 votes
    Age: 33

    Starting as a YouTube sensation, Bo Burnham is known for his musical comedy, clever wordplay, and biting social commentary. His stage shows often employ theatrical elements and elaborate staging. Burnham's notable comedy specials include Words, Words, Words and Make Happy.

  • David Spade
    19
    143 votes

    Snarky and sarcastic, David Spade is known for his work on Saturday Night Live and in films like Tommy Boy and Joe Dirt. His dry, self-deprecating humor has made him a popular figure in comedy for decades. His stand-up specials include My Fake Problems and Lights Out with David Spade.

  • Doug Stanhope
    20
    133 votes

    An uncompromising comic, Doug Stanhope tackles controversial topics with brutal honesty and caustic wit. His confrontational style often targets politics, religion, and societal norms. Stand-up specials like Beer Hall Putsch and No Place Like Home showcase his fearless approach to comedy.

  • Dane Cook
    21
    238 votes
    Age: 52

    With a manic energy and flamboyant stage presence, Dane Cook rose to fame with his high-energy storytelling and exaggerated gestures. His comedy often focuses on personal experiences, pop culture references, and observational humor. His stand-up specials include Retaliation and Rough Around the Edges: Live from Madison Square Garden.

  • Jerry Seinfeld
    22
    186 votes

    Creator and star of the legendary sitcom Seinfeld, Jerry Seinfeld is a master of observational humor. His comedy often revolves around the mundane aspects of daily life, making it easily relatable and timeless. With multiple stand-up specials, including I'm Telling You for the Last Time and 23 Hours to Kill, his influence on modern comedy is undeniable.

  • Jeff Ross
    23
    117 votes
    Age: 58

    Known as the "Roastmaster General," Jeff Ross is an expert at insult comedy and has become a staple of Comedy Central's celebrity roasts. His rapid-fire jokes and clever wordplay make him a formidable comedic force. His stand-up specials include No Offense: Live from New Jersey and Jeff Ross Roasts Criminals.

  • Nick DiPaolo
    24
    104 votes

    Acerbic and brutally honest, Nick DiPaolo is known for his no-holds-barred approach to comedy. Tackling topics such as politics, relationships, and social issues, he often appears on radio shows and podcasts. His stand-up specials include Raw Nerve and Inflammatory.

  • D. L. Hughley
    25
    110 votes

    A charismatic comic, D. L. Hughley rose to fame through sitcoms like The Hughleys and as an original member of the "Kings of Comedy" tour. He often discusses topics like race, politics, and family life in his material. His stand-up specials include Reset and Contrarian.

  • Todd Barry
    26
    87 votes
    Age: 60

    Dry and deadpan, Todd Barry delivers his comedy with precision and sharp timing. He talks about a range of topics, from pop culture to personal experiences. His stand-up specials include Medium Energy and Spicy Honey.

  • Brad Garrett
    27
    106 votes

    With a distinctive deep voice and towering height, Brad Garrett is known for his roles in the sitcom Everybody Loves Raymond and his appearances on late-night talk shows. His self-deprecating humor often centers around his own life experiences. His stand-up specials include The World According to Brad and Til Death.