The 5 Best Katt Williams Hip Hop Crossover Moments

Katt Williams has been everywhere as of late. If you’ve not been living under a rock, you would have seen that social media has been littered with clips and quotes from the comedian’s viral interview with NFL Hall of Famer Shannon Sharpe on his Club Shay Shay podcast.

During the sit-down, the 52-year-old Ohio native and apparent grudge holder, wasted no time airing out his grievances toward everyone and anyone. From Kevin Hart and Cedric The Entertainer to Diddy and Ludacris, and countless other entertainers, nobody was safe from getting hit by Katt’s proverbial strays.

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Despite his recent tirade directed at the fresher faces of the entertainment world, Katt Williams, over his nearly two decades in the business, has cemented himself as one of comedy’s most iconic voices. His movie roles, public controversies, and most of all, comedy specials, have all played a role in building the modern comedy zeitgeist, forging paths for countless other comics to do so much more than just spit jokes onstage.

Throughout the years Katt has also had a strong presence within Hip Hop. There have been countless moments where he’s been a part of conversations within the culture, through TV cameos, references, his own music and his frequently talked about Wild ‘n Out Wildstyle freestyles.

Check out our list of Katt Williams’ Top 5 Hip Hop moments below:

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Outside of Dipset‘s three core members (Cam’ron, Juelz Santana and Jim Jones), the clique’s eponymous label played like it had a revolving door at times. You’d be forgiven for not remembering that the likes of J.R. Writer, Hell Rell and 40 Cal. were on the label because there were so many other names associated with the crew.

One such name was, in fact, Katt Williams, who at one time was signed to the iconic New York City imprint. It’s unclear how the collaboration and signing actually came to be but with a few Google searches and quick clicks on YouTube you can see it to be true — and he isn’t just doing silly skits either. Katt is rapping rapping.

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There weren’t any mega Dipset hits with Katt on them but he’s all over a bunch of tracks on mixtapes like Dipset: More Than Music Vol. 2. However, the most Hip Hop moment about Katt’s tenure in Dipset was his chaining day at the end of his iconic Pimp Chronicles comedy special. Cam’ron comes out on stage and ices Katt out with his own Dipset chain while declaring: “I’m just letting everyone out here know we are getting ready to do Katt’s album… he’s official Diplomat.”

While Katt’s album didn’t materialize, he did release his own Gangsta Grillz mixtape with DJ Drama, All Hail the King, which features tracks with Snoop Dogg, Lil Wayne, Lil Jon, Paul Wall, Mike Jones and more.

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One of Katt Williams’ most notable Hip Hop moments also doubles as one of his most impressive. In 2018, Donald Glover – also known by his rap name Childish Gambino – handpicked the comedian to be the star of one of the Season 2 episodes of his FX show Atlanta.

Glover saw beyond Katt’s comedic talents, giving him screen time to flex his acting chops in “Alligator Man” where he authentically portrays Gambino’s troubled uncle. While his comedic talents shine through, he surprised viewers with his ability to strike a balance between likeable and toxic. Perhaps the reason Katt hit this one out the park was that he was, in fact, playing his true self.

The character of Gambino’s uncle mirrored Katt Williams’ own life, one filled with his own legal battles, substance abuse and, of course, impeccable comedic timing. Fans and critics alike will all agree that the episode is one of the season’s best, placing the comedian at the heart of one of Hip Hop’s most celebrated TV shows.

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During Katt’s iconic 2006 comedy special The Pimp Chronicles Pt. 1, he showed he wasn’t afraid to do some serious Hip Hop name-dropping. One of the funnier interactions he jokes about was the first time he met DMX. After kicking off the joke by saying the late Yonkers rapper really isn’t all that big or tall (allegedly only two inches taller than Katt), his exaggerated impression began.

The premise of the joke is essentially that DMX’s rap voice is identical to his normal speaking voice. Katt claimed they were at a restaurant together and X ordered with his iconic growling dog voice. Barking out his best X impression with a hilarious and incredibly accurate cadence, Katt says: “Ayo, yo bitch, let me get some water and some lemon,” to which the crowd erupts in laughter.

Who knows if the encounter went down exactly as Katt said, but either way, it was a hilarious premise and an ode to the uniqueness of the late, great DMX.

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Two things that were at the height of their powers in 2007: Katt Williams and Rick Ross‘ breakout hit “Hustlin’.” So it makes total sense that Katt used the thunderous hustlers national anthem for the intro of his third comedy special, American Hustle. But rather than playing the song as he walked out on stage, receiving applause and then jumping right into new material, Katt did a hilarious four-minute bit using the actual track itself.

In the special, he shouts: “Mister DJ, that’s my song,” before declaring “any person that hustle, that’s our national anthem right there. Even if your job doesn’t require any hustling.” He then proceeds to use “Hustlin’” as the motivational soundtrack for five normal “non-hustling” activities: working at a library, going to heaven, grocery shopping, having sex, and working the McDonald’s drive-thru.

Funny, of course, but also incredibly true. A true testament to the impact “Hustlin’” had on everyone in the late 2000s. From mundane endeavors to drug dealing, everyone felt like a hustler.

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Criminally slept on 2000s sitcom My Wife and Kids— created by fellow funnyman Damon Wayans — revolves around an upper middle class Connecticut family that always find themselves caught up in funny situations.

One episode in particular that proved to be a big hit amongst fans, “Class Reunion,” introduced Katt Williams as an old school Hip Hop-loving b-boy by the name of Bobby Shaw. Bobby, like Katt oftentimes, is both energetic and chaotic. In fact, Katt was essentially playing himself most times he appeared on show.

However, in his debut episode, Bobby goes full-on Hip Hop mode, challenging Wayans’ character Michael Kyle to a dance battle. Katt’s character and his crew are seen draped head to toe in traditional b-boy garb — looking like they were doing Run-DMC cosplay. Damon’s character and his crew end up winning the battle by successfully completing the supposedly impossible Triplo Bye Bye Bird move, sending Bobby packing.

Katt would go on to appear in two other episodes: “The Return of Bobby Shaw” and “Michael Sells the Business.”

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