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Andy Samberg Surprises "Best Friend" Seth Meyers with His "Real Steve Winwood" Impression

The Brooklyn Nine-Nine actor celebrated 10 years of Late Night With Seth Meyers with a hilariously terrible Steve Winwood impression.

By Christopher Rudolph

On February 29, in the week of Late Night With Seth Meyers's 10th anniversary, Seth Meyers was joined by a special guest: 1980s music icon Steve Winwood. Well, kind of.

How to Watch

Watch Late Night with Seth Meyers on NBC weeknights at 12:35/11:35c and next day on Peacock.  

Meyers welcomed "the real Steve Winwood" via Zoom and, as the audience could tell pretty much right away, Winwood was actually former Saturday Night Live and Brooklyn Nine-Nine star Andy Samberg, Meyers' self-proclaimed best friend.

"I'm the real Steve Winwood," Samberg said, wearing a wig and suit. "In fact, I give you my Steve Win-word that I am him. That's a pun."

"I wanted to come on your show and tell all these politicians, Democrat, Republican, whatever that weirdo Kennedy guy is... They can use my songs anytime they want," Samberg's Winwood continued. "I am down. The whole catalog. 'Higher Love,' 'Back in the High Life,' 'Valerie,' he told Meyers, going on to repeatedly list Winwood's three most popular hits.

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When the Late Night Host asked him if he had any other notable songs, "Winwood" replied, "Not that I can think of off the top of my head," before launching into a political version of "Higher Love" by singing, "Bring me some higher polls."

A split of Seth Meyers and Andy Samberg

Andy Samberg as "The Real Steve Winwood" begs politicians to use his 1980s hits at rallies

Confused, Meyers said, "Quick question Steve Winwood, I actually thought you were British?"

Switching into a British accent, Samberg answered, "Of course I am! why would you even question that? A cup of tea?"

After Meyers informed "the real Steve Winwood" that he was actually the lead singer of The Spencer Davis Group and sang the classic "Gimme Some Lovin'," Samberg knew that maybe his impression wasn't as convincing as he had hoped.

"Do you think this segment will win Late Night This Week on Vulture.com? Really wanted to win that thing. Kind of the main reason I did this, TBH. If it's not going to win, let me cut the charade," said Samberg, as he then removed his wig, and revealed his true identity.

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"Look I love you, and you're my best friend. You don't have to say it back. I know your best friend is Dua Lipa now," Samberg continued.

"But I just wanted to say that I'm so proud of you. For doing 10 years of this show, and I just felt like it was important enough to tell you in person via Zoom," Samberg added, before insulting the Meyers's dog, Frisbee.

Turns out Meyers was right. Samberg's Steve Winwood impression didn't win segment of the week on Vulture—that honor actually went to Meyers' "Ice-Cream Date" with President Joe Biden.

Don't worry, Samberg, you are still a Winner-wood in our hearts. (That's a pun.)