The 2023 Woke All-Star Challenge Sweet 16 - Vote Now!

Which woke will see she/he/her/his dreams come true by taking a spot on the Mount Rushmore of Woke alongside past champions Jemele Hill and Keith Olbermann?

That's what we're about to find out as the 3rd annual Woke All-Star Challenge gets down to business with 16 of the craziest & wokest voices from the world of sports media -- and now the NBA coaching ranks(!) -- battle it out for one of the biggest honors on the Internet.

The play-in round is complete. Max Kellerman, Jalen Rose, Gregg Popovich and Bomani Jones survived and advanced to the Sweet 16 with rather dominant performances, but now the real competition begins as each will face the No. 1 seeds. We're talking about the titans of the woke industry.

It's time to separate the woke pretenders from the contenders.

Let's get to the rules:

There's not much else to do here besides figure out who wants it more. Who is willing to leave it all on the line over the next two weeks. Don't think for a second the wokes don't know they're playing for a title. This is one of the biggest street cred tournaments in the world.

Let's do this.


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Written by
Joe Kinsey is the Senior Director of Content of OutKick and the editor of the Morning Screencaps column that examines a variety of stories taking place in real America. Kinsey is also the founder of OutKick’s Thursday Night Mowing League, America’s largest virtual mowing league. Kinsey graduated from University of Toledo.