On the latest episode of In Godfrey We Trust, comedian T.K. Kirkland returns for his highly anticipated annual conversation with Godfrey. The two industry veterans break down the highs and lows of stand-up, the importance of independence, and the unseen challenges that come with making it in entertainment.
The Grind of Comedy: More Than Just Being Funny
Godfrey and Kirkland stress that being a successful comedian isn’t just about making people laugh—it’s about handling the business side of things. From self-promotion to booking tours and navigating social media algorithms, modern comedians must be entrepreneurs. Kirkland emphasizes discipline, explaining that a strong brand and smart booking strategies are just as crucial as talent.
Why Godfrey Didn’t Get SNL
In a candid moment, Godfrey shares his Saturday Night Live audition story from 1998. He recalls delivering a standout performance, only to later learn from SNL legend Darrell Hammond that he was too good—to the point that producers feared he’d become another Eddie Murphy, overshadowing the show itself. The revelation sheds light on how politics often outweigh raw talent in entertainment.
The Comedy Industry vs. The Music Business
The conversation shifts to how comedians maintain more financial independence than musicians. Unlike artists locked into label deals, comedians can tour, create online content, and build direct revenue streams. Kirkland compares this to De La Soul’s infamous battle to reclaim their masters, highlighting how industry greed often stifles creative control.
The Reality of Black Comedy Clubs & Industry Bias
Both comedians advocate for investing in Black comedy clubs, stressing their role in launching careers and sustaining the culture. They critique how mainstream venues often overlook talented Black comedians, making it even more essential to support independent platforms. Kirkland also calls out the impact of social media algorithms, arguing that they can limit reach for certain creators.
Money, Longevity & Legacy
On the financial side, Kirkland keeps it blunt: true financial security means having around $9 million saved. He stresses that comedians, like any entertainers, must think long-term—whether it’s through investing, strategic touring, or monetizing platforms like podcasting.
