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You might’ve forgotten about the time these 15 unexpected celebrities won Academy Awards

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  • On Sunday, Hollywood stars will gather at the Dolby Theatre to celebrate the Oscars.
  • While some names feel synonymous with Oscars’ history, others have been forgotten over time.
  • Eminem won the Oscar for best original song in 2003 for “Lose Yourself.”

On Sunday, March 15, Hollywood’s elites will descend upon the Dolby Theatre in Los Angeles for the biggest night in film: the Oscars.

The prestigious awards show has become somewhat synonymous with multi-time winners and repeat nominees like Meryl Streep, Viola Davis, and Steven Spielberg, but there are plenty of recipients whose wins you may not remember.

Take Eminem, for example. The 15-time Grammy-winning rapper wasn’t even in attendance when he won the Oscar for best original song in 2003 for “Lose Yourself.”

“Back then, I never even thought that I had a chance to win,” he told Variety after his surprise Oscars performance in 2020.

“And also, back at that time, the younger me didn’t really feel like a show like that would understand me. But then when I found out I won, ‘That’s crazy!’ That to me shows how authentic and real that award is — when you don’t show up and you still win,” he added.

So, ahead of this year’s ceremony, here’s a look back at surprising wins in Oscars history you may have forgotten about.

Jim Rash

Jim Rash won the Oscar for best adapted screenplay in 2012.

John Shearer/Staff/WireImage/Getty Images

Award won: Best adapted screenplay

For: “The Descendants”

Year: 2012

Jim Rash may be best known for playing Dean in “Community,” but he’s a writer, too.

Rash put his skills to good use for “The Descendants,” a dramedy starring George Clooney and Shailene Woodley. The film was nominated for five Academy Awards, including best picture, best actor, and best adapted screenplay, which Rash took home alongside cowriters Nat Faxon and Alexander Payne.

Peter Capaldi


Best live action short film winners Peter Capaldi, Ruth Kenley-Letts, Peggy Rajski, and Randy Stone posed with their awards in 1995.

Peter Capaldi won the Oscar for best live action short film in 1995.

AP Photo/Lois Bernstein

Award won: Best live action short film

For: “Franz Kafka’s It’s a Wonderful Life”

Year: 1995

Capaldi is internationally known for playing the Doctor in “Doctor Who,” but fans might not realize he won an Oscar nearly two decades before taking on the role.

Capaldi won the award for best live action short film alongside Ruth Kenley-Letts for “Franz Kafka’s It’s a Wonderful Life.” Their film actually tied for the award with Peggy Rajski and Randy Stone’s “Trevor.”

Stevie Wonder


Stevie Wonder accepting the Oscar for best original song in 1985.

Stevie Wonder won the Oscar for best original song in 1985.

ABC Photo Archives/Contributor/Disney General Entertainment Content via Getty Images

Award won: Best original song

For: “I Just Called to Say I Love You” from “The Woman in Red”

Year: 1985

In comparison to his 25 Grammy wins, it’s easy to see how Stevie Wonder’s Oscar win in 1985 could fly under the radar. The song itself was a massive hit upon its release in 1984, selling millions of copies.

Three 6 Mafia


Three 6 Mafia members Jordan Houston, Paul Beauregard, and Cedric Coleman posed with their Oscars for best original song in 2006.

Three 6 Mafia won the Oscar for best original song in 2006.

Steve Granitz/Contributor/WireImage/Getty Images

Award won: Best original song

For: “It’s Hard Out Here For a Pimp” from “Hustle & Flow”

Year: 2006

Three years after Eminem’s win, Three 6 Mafia became the first hip-hop group to take home the Oscar for best original song for “It’s Hard Out Here For a Pimp” from “Hustle & Flow.”

Eminem


Eminem performing

Eminem won the Oscar for best original song in 2003 and performed at the ceremony in 2020.

Craig Sjodin/Contributor/ABC via Getty Images

Award won: Best original song

For: “Lose Yourself” from “8 Mile”

Year: 2003

In 2003, Eminem became the first rapper to win the Oscar for best original song with “Lose Yourself” from Curtis Hanson’s drama “8 Mile,” which he also starred in. Though he wasn’t present to accept the award back then, he gave a surprise performance of the song 17 years later, at the Oscars ceremony in 2020.

Anna Paquin


Anna Paquin posed with her Oscar for best supporting actress in 1994.

Anna Paquin won the Oscar for best supporting actress in 1994.

Ron Galella/Ron Galella Collection via Getty Images

Award won: Best supporting actress

For: “The Piano” 

Year: 1994

Paquin’s acting career started off with a bang, winning best supporting actress for her debut film, “The Piano,” at just 11 years old.

Since then, she’s appeared in the “X-Men” trilogy, “True Blood,” and Martin Scorsese’s “The Irishman,” but hasn’t received another Oscar nomination.

Mo’Nique


Mo'Nique posed with her Oscar for best supporting actress in 2010.

Mo’Nique won the Oscar for best supporting actress in 2010.

Jason Merritt/Staff/Getty Images

Award won: Best supporting actress

For: “Precious”

Year: 2010

Though Mo’Nique may be best known for her comedy, she had a standout role as abusive mother Mary Jones in Lee Daniels’ “Precious” and took home the award for best supporting actress.

However, five years after her win, Mo’Nique told The Hollywood Reporter that Daniels told her she was “blackballed” because she “didn’t play the game.”

Mo’Nique famously did not campaign for her award, and in the opening line of her acceptance speech said, “First, I would like to thank the Academy for showing that it can be about the performance and not the politics.”

In a statement to The Hollywood Reporter, Daniels said, “Her demands through ‘Precious’ were not always in line with the campaign. This soured her relationship with the Hollywood community.”

Mo’Nique and Daniels reconciled in 2022, and she starred in his 2024 horror film, “The Deliverance.”

Lionel Richie


Lionel Richie posed with his Oscar for best original song in 1986.

Lionel Richie won the Oscar for best original song in 1986.

ABC Photo Archives/Contributor/Disney General Entertainment Content via Getty Images

Award won: Best original song

For: “Say You, Say Me” from “White Nights”

Year: 1986

Richie has won one Oscar from three nominations for best original song. His win came in 1986 for “Say You, Say Me” from “White Nights,” starring Mikhail Baryshnikov and Gregory Hines.

Mira Sorvino


Mira Sorvino posed with her Oscar for best supporting actress in 1996.

Mira Sorvino won the Oscar for best supporting actress in 1996.

Steve Granitz/Contributor/WireImage/Getty Images

Award won: Best supporting actress

For: “Mighty Aphrodite”

Year: 1996

Before she starred as the iconic Romy White in “Romy and Michele’s High School Reunion,” Sorvino was recognized by the Academy for her role as Linda Ash in Woody Allen’s “Mighty Aphrodite.”

Since then, she’s appeared in other films and television projects, including “Norma Jean & Marilyn,” “Human Trafficking,” and, more recently, “Sound of Freedom.”

In 2017, Sorvino was one of more than a dozen women to speak out against producer Harvey Weinstein in an article published by The New Yorker. She told the publication that she felt her career was hurt after rejecting Weinstein’s advances and reporting the harassment she faced.

“There may have been other factors, but I definitely felt iced out and that my rejection of Harvey had something to do with it,” Sorvino said.

In a statement in 2017, Weinstein denied he’d been involved in blacklisting Sorvino.

Weinstein was convicted of third-degree rape of one woman and of first-degree criminal sex act against another in 2020 and sentenced to 23 years in prison. His conviction was overturned in April 2024, and he was indicted on new charges in September; his retrial is set to begin in April.

Al Gore


Producer Laurie David, former vice president Al Gore, director Davis Guggenheim, and producer Lawrence Bender pose with the Oscar for best documentary feature in 2007.

Director Davis Guggenheim won the Oscar for best documentary feature in 2007 for “An Inconvenient Truth,” starring Al Gore.

Vince Bucci/Stringer/Getty Images

Award won: Best documentary feature

For: “An Inconvenient Truth”

Year: 2007

OK, technically, the award for best documentary feature was given to director Davis Guggenheim, but former vice president and 2000 presidential nominee Al Gore was its subject, highlighting his educational presentation about the dangers of global warming.

He even took to the stage with Guggenheim after its win, telling the crowd, “My fellow Americans, people all over the world, we need to solve the climate crisis. It’s not a political issue; it’s a moral issue. We have everything we need to get started, with the possible exception of the will to act. That’s a renewable resource. Let’s renew it.”

Fisher Stevens


Animal activist Ric O'Barry, director Louie Psihoyos, producers Paula DuPre Pesman and Fisher Stevens accept Best Documentary Feature award for 'The Cove' in the press room at the 82nd Annual academy Awards.

Stevens (right) produced the 2009 documentary “The Cove.”

Jeff Kravitz/FilmMagic

Award won: Best documentary feature

For: “The Cove”

Year: 2010

The “Short Circuit” and “Succession” actor won the best documentary feature award in 2010 after producing “The Cove,” which detailed the dolphin-hunting industry in Japan and called for a change in Japanese fishing practices.

That same year, Stevens cofounded Insurgent Media, a documentary film company.

Kobe Bryant


Kobe Bryant poses in the press room with the Oscar for Best Animated Short Film for

Bryant became the first former professional basketball player to win an Oscar.

FREDERIC J. BROWN/AFP via Getty Images

Award won: Best animated short film

For: “Dear Basketball”

Year: 2018

The basketball legend made history when he took home an Oscar in 2018, becoming the first former professional athlete to do so.

Bryant narrated the animated short, which features a 2015 letter he wrote for The Players’ Tribune announcing his retirement.

The short was directed and animated by Glen Keane, who had previously worked on Disney animated classics such as “The Little Mermaid,” “Beauty and the Beast,” and “Aladdin.” John Williams, the 54-time Academy Award nominee behind the scores for films like “Jaws,” “Star Wars,” and “Jurassic Park,” created the score.

Bryant’s emotional acceptance speech ended with the athlete thanking his wife, Vanessa, and daughters, Natalia, Gianna, and Bianka, telling them, “ti amo con tutto il mio cuore,” which means “I love you with all my heart” in Italian.

Sam Smith


Songwriter Jimmy Napes (L) and singer Sam Smith, winners of the award for Best Original Song 'Writing's on the Wall,' pose in the press room during the 88th Annual Academy Awards.

The singer-songwriter won the award for best original song for their 2015 Bond theme.

Jason Merritt/Getty Images

Award won: Best original song

For: “Writing’s on the Wall” from “Spectre”

Year: 2016

Alongside cowriter Jimmy Napes, the British singer-songwriter won the award for best original song for their 2015 Bond theme for “Spectre.”

In their acceptance speech, Smith talked about being the “first openly gay man to win an Oscar,” which they weren’t. Smith apologized, but the comments sparked backlash from the LGBTQ+ community, and the singer, who acknowledged the mistake, temporarily quit X (formerly Twitter).

Trent Reznor and Atticus Ross


Atticus Ross and Trent Reznor pose in the press room during the 83rd Annual Academy Awards held at the Kodak Theatre on February 27, 2011 in Hollywood, California.

The Nine Inch Nails collaborators have won two Oscars for film scores.

Jeffrey Mayer/WireImage

Awards won: Best original score

For: “The Social Network,” “Soul”

Years: 2011, 2021

Outside their work with Nine Inch Nails, Trent Reznor and Atticus Ross have been frequent collaborators on film scores, beginning in 2010 with their soundtrack for David Fincher’s “The Social Network.”

The duo won the best original score award for the movie in 2011. They won again in 2021 for their score of Disney’s “Soul,” which also features jazz tracks by Jon Batiste.

Bruce Springsteen


American singer and songwriter Bruce Springsteen at the 66th Academy Awards at the Dorothy Chandler Pavilion in Los Angeles, USA, 21st March 1994. He won Best Original Song for 'Streets of Philadelphia', which featured in the film 'Philadelphia'.

Bruce Springsteen is one of several music legends who are also Academy Award winners.

Vinnie Zuffante/Getty Images

Award won: Best original song

For: “Streets of Philadelphia” from “Philadelphia”

Year: 1994

Bruce Springsteen won big in 1994 for his song “Streets of Philadelphia” from the drama film “Philadelphia.” The song, which won the song of the year award at the Grammy Awards, also earned him an Academy Award for best original song.

He was nominated again in 1996 for “Dead Man Walkin'” from the movie with the same name, but lost.




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The unexpected winners of the AI slop boom: Word nerds

In the generative AI boom, vibe coding and AI expertise have become in-demand résumé skills. But tech companies are also looking to pay a premium for expertise in people who have a skill that predates AI: the art of communication.

Andreessen Horowitz launched its New Media team last year to help founders learn what they “need to win the narrative battle online.” Adobe is looking for an “AI evangelist” to lead the company’s “artificial intelligence storytelling.” Netflix, a company that sells stories to your living room, recently posted a director of product and technology communications role with a salary range of up to $775,000. Microsoft began publishing a print magazine, Signal, last year, calling it an “antidote to the ephemeral nature of digital.” Anthropic tripled the size of its communications team last year, growing to about 80 people and is still hiring five more, each offering salaries of around $200,000 or higher. OpenAI has several open communications jobs boasting salary listings of more than $400,000. The average director of communications in the US makes $106,000, according to Indeed.

Three years after the mainstream adoption of ChatGPT, results have been mixed: Within tech firms, vibe coding is nixing the need for entry-level software developers, while some workers across industries are foisting rapidly generated, verbose, and sloppy AI nonsense onto their colleagues, leading to wasted time and a breakdown of trust. Even Sam Altman said last year that people have started to affect a sort of AI accent when speaking, and now some social platform discourse “feels very fake.”

Amid all chatter about gen AI taking jobs, the ease with which gen AI spits out content has ironically revved the demand for human communicators.

Because AI generates so much content, “you would think that actually the job of the comms person or the storyteller would be fewer and farther between,” says Gab Ferree, founder of Off the Record, a community for communications professionals, and former vice president of global communications at Bumble. But that’s not what’s happening. Tech companies are hiring writers, editors, chief communications officers who work closely with CEOs, and so-called “storytellers.” The Wall Street Journal recently reported that the percentage of job postings on LinkedIn mentioning “storyteller” doubled between 2024 to 2025.

In a competitive industry where startups fight to survive and Big Tech rivals campaign for market dominance, a good story is a selling point. One theory behind the push, Ferree says, is “there’s just so much garbage out there that people want to pay a premium for someone who can claim that they can cut through the noise.”


The trend of storytelling and lucrative comms jobs has been “percolating for a while,” says Jenna Birch, founder of SISU, a communications consultancy for startups and VCs. As Silicon Valley’s influence ballooned over the past two decades, tech companies could offer staggering salaries just as more newspapers were bleeding more and more writers. Content marketing became popular, and building a company’s brand on social media and surfacing blog posts in Google search results became essential.

More recently, the role of the comms pro has continued to expand, as they have to understand large language models, company blogs, how to craft a larger narrative to set a company apart from competitors, and how to write in a CEO’s voice on LinkedIn and Substack. The number of chief communication officer roles that encompass not just traditional comms duties but also take on another responsibility, like marketing or or human resources, at Fortune 1000 companies grew from 90 in 2019 to 169 in 2024, according to a report from the Observatory on Corporate Reputation. The median pay for a CCO at a Fortune 500 company is now between $400,000 and $450,000, a $50,000 jump from 2023, according to a survey from consultant firm Korn Ferry.

If everyone’s a writer, then nobody’s a writer, and I think it’s very evident right now.Cristin Culver, founder of Common Thread Communications

As the job changes and demand for narrative communications and storytellers rises, the number of communications experts able to work under rapidly evolving conditions and with a wide remit may be small, comms experts tell me, leading companies to offer hefty compensation packages in war for the best talent. A similar trend is unfolding among the few people who are AI experts, driving tech companies to offer astounding salaries to poach top talent from rival firms. While not of the same nine-figure caliber, in their own right, creatives are becoming “the high value person in tech now,” Birch says.

For much of the tech boom, that high-value person was a software developer. Universities and coding bootcamps rushed to fill employment gaps and train up the next generation of tech workers. Young people were told coding would be a path to a lucrative, stable career. As of 2023, the most recent year the Federal Reserve Bank of New York released data for, computer science recent graduates faced an unemployment rate of 6.1%, while communications majors’ unemployment rate sat at 4.5%. The number of open job posts for software engineers dropped by more than 60,000 between 2023 and late 2025, according to data from CompTIA, a nonprofit trade association for the US IT industry. The best defense against automation, some argue, will be a liberal arts degree.

Words might be easy to generate with AI, but good writing isn’t ready for automation.

“If everyone’s a writer, then nobody’s a writer, and I think it’s very evident right now,” says Cristin Culver, founder of communications firm Common Thread Communications. LinkedIn is full of posts written by AI in a similar style that makes eyes glaze over as they scroll. “I think AI is both aiding and making storytelling much harder,” Culver says. “Ironically in this era of AI, some of the most poignant storytelling belongs to the people who’ve realized that everything is sloppified and they’ve pivoted to very tactical storytelling.”

Anthropic has been leaning heavily into that tactical, and tactile, storytelling. In the fall, the company created a pop-up Claude Cafe in New York to position the chatbot as a thinking and problem solving partner, marketing the space as one for showing up in person, connecting, and being surrounded by books and magazines over screens (although the company has also destroyed and scanned millions of books to train Claude, which a judge ruled last year was not a copyright violation).

“Claude is definitely a prominent team member for everyone, but comms people are sort of like BS detectors,” Sasha de Marigny previously told Axios last May, months before she was promoted from head of communications to become the company’s first CCO. “Critical thinking is still a huge comparative advantage for humans. I’m looking for excellent strategists — people who understand the new world order and know how to develop holistic plans to cut through to the audiences we care about.” Anthropic declined to speak more about its comms strategy for this story.

“It’s a golden age for people who really enjoy the craft of communications,” says Steve Clayton, CCO of Cisco, who formerly worked at Microsoft and launched the company’s print publication. When he first tried ChatGPT, Clayton says he worried his career was done. He’s since become an AI optimist, seeing gen AI as a tool and opportunity for communicators and so-called storytellers to stand out with content that feels authentic content projects that strike people. “In an environment where nobody’s sat at their desk today saying: God, I wish I had more email, or I wish I had more websites I could visit, or I wish I had more podcasts — the challenge is, how do you create something that is worthy of people’s time and worthy of their attention?”

Jobs where brands build out their own newsrooms are “going to be one of the last places where AI is replacing writers,” says Noah Greenberg, CEO of Stacker, a content distribution company. Unlike traditional media, which relies on clicks, advertising, and subscription to make money off a constant stream of content, “when brands are investing in the strategy, they’re not thinking about: ‘Do I break even on an individual piece of content?’ They’re thinking about: ‘How do I create five or 10 really incredible stories every month that get our story out there, that prove and turn us into the authority as a respected party in this space?””

As with coding and image generation, LLMs are likely to keep getting better. LLMs may write with more voice or sound more human eventually. But the chatbots and agents don’t think. They generate creative content without cycling through a creative process. A 2025 Columbia Business School study found LLMs have a bias for “Option A,” preferring the first choice when given a list and asked to pick. For people working in comms, AI might be more friend than initially imagined foe — at least because it makes their work stand out.


Amanda Hoover is a senior correspondent at Business Insider covering the tech industry. She writes about the biggest tech companies and trends.

Business Insider’s Discourse stories provide perspectives on the day’s most pressing issues, informed by analysis, reporting, and expertise.




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