The Webbys has been the Internet’s biggest party going all the way back to 1996. When you get the best of the Internet together in one room, you know it’s gonna be wild. And a little weird. Here are some unexpected moments from the last 20 years. Check ‘em out below—and watch the full 21st Annual Webby Awards at webbyawards.com!
Unexpected Moments from Two Decades of Webbys
First, let’s throw it back to the 5th Annual Webby Awards in 2000, where Google founders Larry Page and Sergey Brin were honored with the Webby Technical Achievement Award. They rolled up to the red carpet in true
Y2k-style, draped in tin foil capes.
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Last year, Kim Kardashian received the first-ever Webby Break the Internet Award. She also gave us an exclusive preview of her upcoming new Kimoji right on the red carpet. This one’s for the haters.
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In 2016, the world said goodbye to Prince, who nabbed a
Webby Lifetime Achievement Award at the 10th Annual Webby Awards as one of the first major artists to release music online. We also remember his epic 5-Word Speech, which still leaves our heads spinning: “Everything you think is true.”
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Instagram’s Eva Chen presented Jenni Konner and Lena Dunham with the New Founders of the Year Award at the 20th Annual Webby Awards, and she surprised them with a birthday treat along with their Webby. Cue the birthday song!
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Fred Armisen gave an unforgettable performance as British rocker Ian Rubbish at the 18th Annual Webby Awards. He didn’t even need his guitar!
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This one sent the Internet into a bit of a tailspin: Steve Wilhite, the guy who
invented the gif, schooled us on the correct pronunciation of his file format at the 17th Annual Webby Awards.
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The Ice Bucket Challenge was the largest medical fundraising campaign in history, with participants across the globe—including Dave Grohl, who dropped by the 19th Annual Webby Awards to present a Webby Special Achievement Award to Pat Quinn, the co-founder of the movement.
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M&C Saatchi won The Webby Award for City & Urban Innovation in Social at the 18th Annual Webby Awards. Accepting the award was… Vladimir Putin?
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The muppets nabbed a Webby at the 14th Annual Webby Awards. Next time, we’ll make sure they’ve eaten before giving them their statue.
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Shortly after eating his Webby, Animal challenged OK Go’s drummer, Dan Konopka (Danimal) to a staring contest backstage. Things got heated, money changed hands, and Dan will have to use eyedrops for the rest of his life. Probably.
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Daniel Radcliffe introduced legendary
Vogue Editor-in-Chief Anna Wintour, who accepted the Webby People’s Voice Award for Best Fashion Website at the 15th Annual Webby Awards—and gave sartorial inspiration to geeks everywhere.
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Amy Poehler won Best Actress at the 14th Annual Webby Awards. And in her 5-Word Speech, she called out fellow winners PS 22 Chorus for a dance party.
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Hey, ever heard of Vint Cerf? Oh no big deal, he’s just the INVENTOR of the architecture of the Internet. He won a Lifetime Achievement Award at the 14th Annual Webby Awards, but he deserves all the awards for making the whole Internet possible. Just think: Without Vint, there would be no pizza rat, no Ice Bucket Challenge, and
*gasp* no Webbys!
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The full 21st Annual Webby Awards, featuring Solange, Gillian Anderson, Steve Buscemi, David Duchovny, Jenna Wortham, Wesley Morris, the Women’s March, and more is now available to watch! Check it out at