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Kenan Thompson's Top 5 ‘SNL’ Moments Honoring the 20th Anniversary of Him Being on the Show

The actor is the longest-running ‘SNL’ cast member.

Kenan Thompson reached a significant milestone in his “Saturday Night Live” career.

Wednesday, October 4, marked 20 years since the former child star joined NBC’s iconic late-night sketch comedy series in 2003. The achievement subsequently solidified his position as the longest-tenured cast member in "SNL" history.

Through his unparalleled talent and humor, the 45-year-old has delivered some of the funniest and most versatile characters viewers have watched on the show. In honor of this special anniversary, we’re revisiting some of Thompson’s best sketches that have kept audiences in stitches for over two decades.

  • “Family Feud”

    The actor’s spot-on impressions of Steve Harvey have become legendary. Thompson flawlessly captures Harvey's mannerisms and charisma in his “Family Feud” sketch titled “Extended Family.”

  • “Kenan & Kelly”

    Keke “Keeps a Bag” Palmer shockingly gets Thompson to re-imagine Nickelodeon’s hit 90’s sitcom “Kenan & Kel.” The skit, which premiered on December 4, 2002, also saw a reunion between the former co-stars.

  • “What’s Up With That?”

    "The iconic 'What's Up With That?' sketch is a gem in SNL's crown, showcasing Thompson's prowess in physical comedy like no other.

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  • “Black Jeopardy”

    Kenan's role as Darnell Hayes in the "Black Jeopardy" sketches is a brilliant combination of humor and social commentary.

  • “Scared Straight”

    Thompson’s performance as Lorenzo McIntosh, the hardened convict attempting to scare troubled teens straight, is hilarious and memorable.

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