From TLC to Taylor Swift, We Revisit Every Video of the Year Winner Ahead of 2021 MTV VMAs

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At Sunday’s MTV Video Music Awards, six videos are nominated for the top prize of the night: video of the year. And whichever of those six wins will join some very elite (and sometimes surprising!) company from the 37 previous VMA broadcasts.

This weekend, Cardi B’s “WAP” (featuring Megan Thee Stallion), DJ Khaled’s “Popstar” (featuring Drake and starring Justin Bieber), Doja Cat’s “Kiss Me More” (featuring SZA), Lil Nas X’s “Montero (Call Me By Your Name),” Ed Sheeran’s “Bad Habits” and The Weeknd’s “Save Your Tears” are all up for the big prize. And on the latest episode of the Billboard Pop Shop Podcast, Katie & Keith are running down every single winner from almost four decades of shows in a special edition of “Quiz Katie.”

Think you can remember the top winner from each year? Then listen to the podcast and play along below:

Also on the show, we’re previewing this weekend’s VMAs, which will be hosted for the first time by Doja Cat, who will also perform. Other performers include Shawn Mendes, Kacey Musgraves, Olivia Rodrigo, Lil Nas X and more. Stick with this weekend for full coverage of the MTV VMAs.

The Billboard Pop Shop Podcast is your one-stop shop for all things pop on Billboard’s weekly charts. You can always count on a lively discussion about the latest pop news, fun chart stats and stories, new music, and guest interviews with music stars and folks from the world of pop. Casual pop fans and chart junkies can hear Billboard’s deputy editor, digital, Katie Atkinson and senior director of Billboard charts Keith Caulfield every week on the podcast, which can be streamed on or downloaded in Apple Podcasts or your favorite podcast provider. (Click here to listen to the previous edition of the show on

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