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TK Kirkland on Why He Never Toured with Katt Williams (Part 8)

Posted

July 9, 2026

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TK Kirkland sits down with Vlad to reflect on a memorable night opening for Katt Williams—and why that moment may have affected future tour opportunities. TK explains how “playing your position” matters in comedy, why headliners can be cautious about openers who “bring the heat,” and what younger comedians should understand about stage politics, crowd control, and long-term relationships.

The conversation also touches on the business side of stand-up, comedy riders, Aries Spears, Corey Holcomb, and the importance of having a strong “comedy IQ.” TK breaks down why comics should avoid overlapping topics, especially during viral moments involving figures like Diddy or Will Smith, and how a well-produced lineup can take the audience on a better journey.

With candid advice and veteran insight, TK shares what he learned from the Katt Williams show years later—and why that experience still stands out in his career.

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VladStocks MemberTK KirklandKatt WilliamsandAries Spears Corey HolcombIQ TKWill SmithKatt Williams

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TK Kirkland on Why He Never Toured with Katt Williams (Part 8) · Djvlad · Sentinel