10 Best Comedians from The 90s

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The 1990s were a transformative time in the world of comedy.

As societal norms shifted and cultural boundaries were pushed, comedians of this era brought fresh perspectives, insightful social commentary, and daring humor to the stage and screen.

The stand-up scene thrived, providing a platform for voices that challenged conventions and reshaped comedic boundaries.

From observational humor to satirical social commentary, the 90s offered a rich array of comedic styles and talents.

Here, we highlight ten comedians who left an indelible mark on the comedy landscape of the 90s, listed in reverse order.

10. Dane Cook

Though Dane Cook’s mainstream popularity didn’t skyrocket until the early 2000s, he was making waves in the comedy scene in the late 1990s.

Born in Cambridge, Massachusetts, Cook broke onto the scene with a high-energy style of comedy that involved elaborate anecdotes and expressive physical comedy.

His style, often criticized for its emphasis on delivery over substance, nonetheless resonated with audiences.

He released his debut album, Harmful If Swallowed, in 2003, which included material he had been refining since his early career in the 90s.

Cook’s observational humor, long-form storytelling, and frenetic stage presence made him a standout among his peers.

He was one of the first comedians to use social media to his advantage, amassing a massive following on platforms like MySpace.

9. Margaret Cho

Margaret Cho, an American stand-up comedian, is best known for her candid comedy style and the social and political issues she addresses in her routines.

Cho began her stand-up career in the 90s, providing a bold voice for the Asian-American community and other marginalized groups.

Born and raised in San Francisco, Cho’s material often touches on her experiences as a Korean-American woman, tackling topics of race, sexuality, and body image with sharp wit and unapologetic honesty.

She made history in 1994 with her sitcom, All-American Girl, the first prime-time show featuring an East Asian-American family.

Despite its short run, the show solidified Cho’s status as a trailblazer in the comedy world.

8. Jim Gaffigan

Born in Elgin, Illinois, Jim Gaffigan started his stand-up career in the 90s.

Gaffigan’s comedy is best characterized by his observational humor, often revolving around food, especially his love for Hot Pockets, laziness, and being a father of five.

His wholesome, everyman style, along with his use of an internal monologue, became his comedic trademark.

Gaffigan also experiments with a technique where he imitates a hypothetical audience member reacting to his own jokes, providing an extra layer of humor.

Gaffigan’s stand-up specials, such as Beyond the Pale (2006) and Mr. Universe (2012), are celebrated for their hilarity and unique comedic style.

7. Dave Chappelle

One of the most influential comedians of his generation, Dave Chappelle began making a name for himself in the New York comedy circuit in the early 90s.

His stand-up style is noted for its incisive social and political commentary, biting wit, and exploration of race and popular culture.

Born in Washington D.C., Chappelle often incorporates stories from his own life into his routines, adding a layer of authenticity to his performances.

He achieved mainstream success with Chappelle’s Show, a sketch comedy series that premiered in 2003, which he co-created with Neal Brennan.

The show, celebrated for its groundbreaking comedy and biting social commentary, solidified Chappelle’s status as a comedy icon.

6. Ray Romano

Known for his distinctive voice and relatable humor, Ray Romano’s comedic career took off in the 90s with the success of his sitcom, Everybody Loves Raymond.

The show, based on Romano’s own life, ran from 1996 to 2005 and was celebrated for its portrayal of a middle-class American family.

Born in Queens, New York, Romano’s stand-up routines often revolve around his family, relationships, and everyday life, giving his humor a relatable and enduring quality.

The success of Everybody Loves Raymond helped Romano transition to other roles in film and television, showcasing his versatility as an actor and comedian.

5. Sarah Silverman

Sarah Silverman’s blend of sharp wit, offbeat humor, and unapologetic honesty made her one of the most distinctive voices of the 90s comedy scene.

Silverman’s comedy often tackles social taboos and controversial topics such as racism, sexism, and religion with a satirical edge.

Born in Bedford, New Hampshire, Silverman got her start writing for Saturday Night Live before branching into stand-up comedy.

She gained wider recognition with her concert film, “Sarah Silverman: Jesus is Magic” and her television series, “The Sarah Silverman Program”.

Her approach to comedy, often described as “shock humor,” has been both praised for its boldness and criticized for its provocativeness.

4. Ellen DeGeneres

Ellen DeGeneres is a household name, best known for her daytime talk show, but her comedic roots stretch back to the 90s when she was a popular stand-up comedian.

DeGeneres’ style is characterized by her self-deprecating humor, observational comedy, and her unique ability to find humor in the mundane.

Born in Metairie, Louisiana, DeGeneres broke barriers in 1997 when she came out as gay on “The Oprah Winfrey Show,” and her character on the sitcom “Ellen” followed suit, marking a significant moment in television history.

This event highlighted DeGeneres’s courage in personal transparency that has since defined her comedy and talk show career.

3. Chris Rock

Known for his energetic performance style and incisive social commentary, Chris Rock became one of the most influential stand-up comedians of the 90s.

Rock, born in Andrews, South Carolina, started his comedy career as a stand-up comedian in New York City.

He rose to prominence after a series of successful HBO specials and his stint on “Saturday Night Live”. His comedy often addresses issues such as race relations, politics, and societal norms.

His fearless approach to these subjects has solidified his legacy as one of the most thought-provoking comedians of his generation.

2. Adam Sandler

Although Adam Sandler is now best known for his film roles, he got his start in comedy as a stand-up comedian and a cast member on “Saturday Night Live” in the 90s.

Born in Brooklyn, New York, Sandler’s comedy is characterized by his goofy, juvenile humor and his penchant for crafting catchy, humorous songs.

His most famous SNL skit, “The Chanukah Song,” showcases these qualities perfectly.

Sandler’s humor may not be for everyone, but there’s no denying the impact he had on 90s comedy, both on the stage and in films like “Billy Madison” and “Happy Gilmore”.

1. Jerry Seinfeld

The name Jerry Seinfeld is synonymous with the 90s thanks to the massive success of his eponymous sitcom.

However, before “Seinfeld” became a cultural phenomenon, Jerry was a successful stand-up comedian known for his observational humor.

Born in Brooklyn, New York, Seinfeld’s comedy is famously about “nothing” – he crafts intricate, hilarious narratives out of the minutiae of daily life.

His iconic show, co-created with Larry David, essentially translated his stand-up routines into episodic format.

Seinfeld’s ability to find humor in everyday scenarios and his masterful delivery have made him one of the most revered comedians of his time.

Looking back, it’s clear that the 90s was a pivotal decade for comedy.

The comedians on this list used their unique voices and perspectives to reflect and challenge the times they were living in.

Through their humor, they broke down barriers, addressed social and political issues, and ultimately reshaped the landscape of comedy.

Their impact was not confined to the 90s but continues to influence comedians and entertain audiences today.

This list is a testament to their enduring comedic legacy and the profound impact they have had on the world of humor.