‘Curb Your Enthusiasm’ Star Richard Lewis’ life, from ‘Prince of Pain’ to entertaining ‘generations’

Comedy legend Richard Lewis died late Tuesday night at age 76, leaving behind a legacy that blended honesty and humor through the decades.

He was best known to most audiences for his role in "Curb Your Enthusiasm," playing a fictionalized version of himself in multiple episodes alongside Larry David.

Lewis had been with the show since the first season in 2000 and confirmed last year he would appear in the show's 12th, and final, season, which premiered in early February.

As of Wednesday, Lewis had only appeared in one episode this season, "Vertical Drop, Horizontal Tug," sharing a scene with David on a golf course, informing him that he was adding David to his will.

WARNING: VIDEO BELOW CONTAINS GRAPHIC LANGUAGE

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"I'm leaving you in my will. I'm tweaking it, and you're in it," Lewis tells David, who is uncomfortable and urges him to leave it to charity.

"I don't want to be in," David says. "I have money. I don't need it. Give it to someone who needs it."

Lewis tells him, "When I die, I want you to know how much I cared about you. You're my best friend. You're getting it."

The two argue back and forth about it for a moment, until Lewis says, "I'm giving it to you anyway pal," and David replies, "F--- you."

The scene's dark humor with David is just one example of Lewis' style. 

Lewis was open about his personal struggles, from addiction to anxiety, over the years.

Here’s a look back at Lewis’ journey from the stand-up stage to television and beyond.

Stand-up career

Richard Lewis was born in New York City in 1947 and raised in New Jersey, the youngest of three children.

"My family — it wasn’t an abusive family — they meant well, but they were in their own world," Lewis told the Los Angeles Times in 2014, explaining his decision to pursue comedy.

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After high school and college, he tried an open mic night in 1971 in Greenwich Village and was eventually discovered by comedian David Brenner.

Brenner helped Lewis secure his first set on "The Tonight Show Starring Johnny Carson" in 1974.

He continued performing and appearing on "The Tonight Show" throughout the ‘70s and ’80s, and when David Letterman started his own talk show, the "Late Show with David Letterman," Lewis was a frequent performer.

In a 2010 interview with The Gazette of Colorado Springs, Colorado, Lewis recalled Rodney Dangerfield hiring him for $75 to fill in at his New York club, Dangerfield’s.

"I had a lot of great friends early on who believed in me, and I met pretty iconic people who really helped me, told me to keep working on my material," Lewis said. "And I never looked back."

Lewis is also credited with the origin of the phrase "date from hell," which became a part of the lexicon and spawned "[blank] from hell" spin-offs. According to his website, the Yale Book of Quotations officially attributed the now-common phrase, "the [blank] from hell," to him in 2006.

"That just came out of my brain one day, and I kept repeating it a lot for some reason," he told GQ in 2021. "Same thing with the black clothes. I just felt really comfortable from the early '80s on, and I never wore anything else. I never looked back," he added.

The "Howard Stern" regular also produced comedy specials for HBO and Showtime, including "I’m in Pain," "I’m Exhausted, I’m Doomed" and "Richard Lewis: The Magical Misery Tour."

In 1989, Lewis performed at Carnegie Hall to rave reviews, following in the footsteps of one of his idols, Lenny Bruce.

The New York Times even made a comparison between Bruce and Lewis, saying, "This renowned comedian, often considered to be the heir to Lenny Bruce, is a master of long-form storytelling who turns his endless neurotic energy into brilliant comedy."

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Addiction and mental health struggles

Throughout his career, Lewis was open about his mental health and addiction struggles, earning him the nickname, "The Prince of Pain."

Lewis talked about his alcoholism, telling the Los Angeles Times in 2001 that champagne was his drink of choice. He also said that though he "bottomed out" on cocaine, he knew alcohol was his primary problem. 

In 1994, Lewis went to an emergency room for a cocaine overdose and finally sought treatment.

In his memoir, "The Other Great Depression," Lewis wrote, "The more successful I got, the more convinced I felt that I could become even more successful if I had a few more drinks before I performed."

"I needed a higher power in my life to help me in sobriety, which led me to become more and more spiritual. I can't be the captain of my own ship," Lewis said in a 2008 interview with the Jewish Journal.

Lewis’ memoir was originally released in 2000, then re-released in 2008 with a new afterward about his progress in recovery. According to the Jewish Journal, in the new afterword, Lewis wrote, "The cold hard truth is that if I take for granted the progress I have made, I'm a goner."

The "Curb Your Enthusiasm" star maintained his sobriety since 1994 and mentioned throughout his routines he regularly saw a therapist. Although he joked about its efficacy, Lewis previously told the Los Angeles Times he’s been in and out of therapy since 1971 after his father died.

"Looking back on it now, as a full-blown, middle-aged, functioning anxiety collector, I can admit without cringing that my parents had their fair share of tremendous qualities, yet, being human much of the day, had more than just a handful of flaws as well," he wrote in his memoir.

According to a 2020 Washington Post interview, Lewis has body dysmorphia, though he didn’t elaborate further on if or how he was being treated for it. It was also revealed he stopped going to therapy in 2013.

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Acting roles

In 1979, during "Saturday Night Live’s" hiatus in early February, the film "Diary of a Young Comic" aired.

The 90-minute TV movie starred Lewis, who also co-wrote the film, as a young, Jewish, up-and-coming comedian. "SNL" Executive Producer Lorne Michaels was a producer on the film, and it received relatively positive reviews.

From 1989 to 1992, he starred in the ABC sitcom "Anything but Love" alongside Jamie Lee Curtis.

Lewis and Curtis played co-workers at a Chicago magazine with a mutual attraction who try to keep things professional. On Lewis’ website, he noted that the series is "closest to his heart."

While known primarily for comedy, Lewis also appeared in dramatic roles in "Leaving Las Vegas," starring Nicolas Cage and Elisabeth Shue, and "Drunks," starring Faye Dunaway and Diane Weist.

And despite his darker content, the comedian has appeared in some family-friendly fare, including "Robin Hood: Men in Tights" and several episodes of the WB series "7th Heaven."

‘Curb Your Enthusiasm’ and friendship with Larry David

Lewis’ best-known television work is his long-standing role on HBO’s "Curb Your Enthusiasm" alongside friend Larry David.

The comedians have known each other since age 12, when they met at summer camp at Camp All America.

According to a 2014 interview with Lewis, the two were actually born at the same hospital three days apart.

"I was a cesarean and a preemie," Lewis told the outlet. "I was born June 29, and I stayed in the Brooklyn Jewish Hospital four or five days. He was born three days later. We were in the same ward together."

Though they attended the same camp, they didn’t form an instant friendship.

On "The Howard Stern Show" in 2010, Lewis said, "Hated him. Never saw him again until I became a comic. Became best friends."

When asked why he didn’t like David at the time, Lewis said bluntly, "He was a p----. He was an obnoxious, gangly f---ing a--hole like I was," and they used to physically fight each other.

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"But when I became a comic, he loved my work and I loved his work," he added, explaining they discovered the camp connection late one night when Lewis was admittedly drunk.

That friendship led to David asking Lewis to appear on his HBO series, "Curb Your Enthusiasm," as a fictionalized version of himself in 2000.

Since then, he had been a beloved part of the show and credited it with a late career boost and offering breaks from touring.

"The show's been on since 2000, so when you think of that, say some guy's in medical school, he's 25, he was only 5 when the show started," Lewis told GQ in 2021. "So, there's been a lot of generations."

In 2021, it initially seemed Lewis would be unable to appear on the series’ 11th season due to health issues. The comedian shared the news on Twitter at the time, saying, "Tragically, these past 18 months I’ve endured a back and two shoulder surgeries and [will] not able to be in #CurbYourEnthusiasm for season 11."

Luckily for fans, Lewis was able to return for one episode.

"Great news for me! Although I’m still recovering from three surgeries and missing Season 11 of Curb, LD called me and asked if there was any chance if I felt strong enough to do one episode! I am and here I’m on the set to shoot it. I’m so grateful," he wrote on Twitter at the time.

Lewis underwent four surgeries for back and shoulder injuries and pain, as well as a hip replacement.

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Personal life and Parkinson’s diagnosis

Contrasted with his confessional style on stage, Lewis remained relatively private about his love life.

He met his wife, Joyce Lapinsky, in 1998, but didn’t marry her until 2005, when he was 57.

"I was really needy," he told The Washington Post in 2020, explaining the delay in marriage. "It was all about the road, and I came first." 

Lewis praised Lapinsky in a 2020 interview with the Chicago Tribune discussing his pain and surgical issues at the time, saying, "I’m so lucky. I’m so riddled with gratitude that I have a wife who’s doing everything for me, except the rehab.

"When I get down, I think it could be a lot worse, really."

He also noted at the time he was "not thinking about stand-up" and wanted to spend more time at home.

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In April 2023, Lewis made the announcement about his Parkinson’s diagnosis and the decision to step away from stand-up entirely.

"I'm finished with stand-up, I'm focusing on writing and acting," he said in the video.

"I have Parkinson's disease, but I'm under a doctor's care and everything is cool. And I love my wife, I love my little puppy dog and I love all my friends and my fans. And now you know where it's been at the last three and a half years."

Lewis said he was in the middle of a comedy tour 3½ years ago, and at a certain point, he thought to himself, "You know, I’m at the top of my game. After 50 years almost, I'm just going to call it quits."

He said he "felt great about it," but after he made that decision, "s--- hit the fan."

"Two years ago, I started walking a little stiffly. I was shuffling my feet, and I went to a neurologist, and they gave me a brain scan. And I was diagnosed with Parkinson's disease.

"Luckily I got it late in life," he said, "and they say you progress very slowly, if at all, and I'm on the right meds, so I'm cool."

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Prior to his announcement, Lewis also shared a loving tribute to his wife on Twitter.

"I had some great girlfriends so far on 12 seasons of #curb that LD [Larry David] ruined for me, but in real life, my wife, Joyce, has been my dream come true for 25 years," he wrote after joking about his fictional girlfriends on the show.