15 Often Overlooked Stories About Comedians from the 1970s-2000s

Last Updated on October 14, 2025 by Matt Staff

Stand-up changes fast, but the legends leave clues. These comedians weren’t just punchlines; they were writers, inventors, and risk-takers who made the stage feel bigger than the room.

Here are the small, often overlooked stories that shaped the acts you quote by heart.

1. Richard Pryor

A man with short curly hair and a mustache is standing on stage, holding a microphone and speaking, with vertical striped curtains in the background. The image is black and white.
todayilearned / via reddit.com

In 1980, he nearly died after a freebasing accident, and he came back to talk about it onstage with rare courage. The bit wasn’t just confessional; it rewired how personal stand-up could be. Crowds laughed, then went quiet, and then laughed again because he told the truth first.

2. George Carlin

A bearded man in casual clothes is escorted by three uniformed police officers at night. The officers hold his arms as they walk, and the scene appears tense and serious.
oldschoolcool / via reddit.com

He was arrested in 1972 for the “Seven Dirty Words” routine, and the controversy later fed a Supreme Court case about broadcast indecency. Carlin kept writing like a journalist who rhymed. The act aged into a history lesson on words, power, and timing.

3. Joan Rivers

Four people pose on a late-night TV show set. A blond woman in a sparkly black outfit sits at a desk, while three others—two men in suits and a woman with dark curly hair—stand behind her, all smiling.
80s / via reddit.com

After spending years as Carson’s favorite guest host, she took a shot at her own late-night show and paid for it with a chilly blacklist. It looked like the end, but she rebuilt through stand-up, QVC, and red-carpet commentary. The “comeback” became the brand.

4. Andy Kaufman

A black-and-white photo of two men in a wrestling ring. One man, in a light shirt and dark shorts, gestures with his hands. The other man, in a singlet, stands with hands behind his back. An audience is visible in the background.
memphis / via reddit.com

He blurred bits and reality until even friends were guessing. The wrestling feud, the lounge-singer character, the talk-show chaos… he meant all of it and none of it. Today, every meta prank online owes him a thank-you.

5. Gilda Radner

A woman with an exaggerated shocked expression talks on a rotary phone at a cluttered desk, covered with papers, photos, a lamp, and a bulletin board full of notes and pictures.
pics / via reddit.com

Her characters were huge, but offstage she spoke softly about illness and fear. Her name later went on community centers for people with cancer and their families. The legacy is laughter, yes, but also care.

6. Steve Martin

A man in a white suit and black tie plays a banjo against a plain background, looking confidently at the camera.
possiblynotawful / via reddit.com

At the peak of his stadium-size stand-up career, he walked away to write books, make movies, and play the banjo on his own terms. It felt strange at the time, but now it looks like a creative self-defense. He proved a comic could pivot without apologizing.

7. Bill Hicks

A person in a suit sits on a stool, head bowed, under dramatic stage lighting with a smoky, high-contrast atmosphere.
todayilearned / via reddit.com

In 1993, an entire Letterman set was taped and then cut for broadcast. Years later, the show aired it posthumously and apologized. The story hangs there like a footnote about TV nerves and a fearless writer.

8. Dana Carvey

A person wearing glasses, a gray wig, and a purple jacket sits on a chair in front of a colorful stained glass window background.
livefromnewyork / via reddit.com

After SNL, a botched heart bypass in the late ’90s changed his life more than any sketch. He sued and won, but he also reset the work-family balance. When he came back, the act felt lighter and sharper.

9. Norm Macdonald

A man with short dark hair wearing a white T-shirt smiles and points at the camera. Behind him is a framed "Saturday Night Live" sign on a wall.
oldschoolcool / via reddit.com

He lost the Weekend Update desk after relentless O.J. jokes, and he wore the exit like a shrug. The next chapters with movies and long, weird bits made the point. He trusted the joke more than the job.

10. Ellen DeGeneres

Two women sit facing each other on a brown sofa, smiling and talking, in a cozy room with warm lighting and cushions in the background.
television / via reddit.com

Her 1997 “Puppy Episode” made primetime history and detonated her sitcom’s safe rhythm. The aftermath was rough, then the second act was bigger than the first. It’s easy to forget how risky that single script felt.

11. Dave Chappelle

A man in a green jacket holds a microphone and gestures with his hand while performing on stage, with a dark background behind him.
funnyvideos / via reddit.com

He walked away from the most quoted show on TV in 2005 and found quiet in Ohio instead of a studio lot. Audiences argued about why, but he said he just needed some room to think. The return tours revealed that the pause was an integral part of the process.

12. Chris Rock

A comedian wearing a black leather jacket holds a microphone and makes a humorous, expressive face while performing on stage in front of a blue curtain.
standup / via reddit.com

Fired from SNL, he rebuilt on the road and on HBO with Bring the Pain in 1996. The voice became leaner, and the angles became sharper. That special turned a good comic into a grown-up writer.

13. Tina Fey

A woman with short brown hair, glasses, and a dark suit sits at a news desk, smiling slightly. The background is yellow with abstract colored shapes and lines.
popculturechat / via reddit.com

She became SNL’s first female head writer, and she slipped into “Weekend Update” like she’d always been there. The 30 Rock let her write about TV while making great TV. The joke was that work could be the punchline.

14. Robin Williams

Three people stand side by side against a gray backdrop. The person on the left wears a blue sweater, the person in the middle wears a black jacket, and the person on the right wears a patterned jacket over a shirt and tie.
joykolodziej-guill / via pinterest.com

He looked like pure improvisation, but he trained hard at Juilliard and kept notebooks like a novelist. Comic Relief with Billy Crystal and Whoopi Goldberg turned bits into millions for charity. The speed he delivered was real, but the discipline was too.

15. Jerry Seinfeld

A man in a sweatshirt smiles and poses beside a large Panavision film camera on a set, with another person operating the camera. The background includes studio lights and people sitting.
seinfeld / via reddit.com

Before his famous sitcom, he lived on late-night five-minute sets and surgical edits. After the finale, he went back to small clubs to rebuild muscle memory. The most famous observational comic kept choosing the work over the myth.

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If these side-door stories reshaped how you see your favorite comedians, keep the vibes going with these 20 Yearbook Photos of Famous Comedians and Actors, or these 20 Robin Williams Quotes That Reveal the Man Behind the Laughter. You can also check these 14 Lesser Known Tales About Celebrities From the 1980s.