One “congratulations” sent Druski digging into a wonderfully specific piece of Ye history. After Ye shared the comedian’s new TIME cover to his Instagram Stories, Druski thanked him before following up with a clip from Ye’s never-released HBO comedy pilot. The throwback was especially fitting because the scene itself revolved around Ye making sure someone understood that, yes, he had been on the cover of TIME.
“Thank you Kanye,” Druski wrote alongside a salute emoji after receiving the shoutout. He then posted the old clip, which shows Ye arguing with a woman who seems unimpressed by his celebrity. “I’ve actually never been on the cover of VIBE,” Ye tells her. “I was on TIME.” The joke had some history behind it. Ye first landed a TIME cover in 2005 as Late Registration was arriving, then appeared on one of the magazine’s TIME 100 covers a decade later.
Read More: This Isn't The First Time OutKast Sued Over A Name
Druski Dug Up One Of Ye’s Strangest Hollywood Detours
The footage came from an unaired HBO pilot Kanye West developed with Larry Charles, the producer and director behind Curb Your Enthusiasm. The project followed a fictionalized version of West and leaned into the same awkward, self-aware comedy that made Larry David’s series work. HBO ultimately passed, leaving behind clips that have circulated online for years as one of the stranger “what ifs” in Ye’s career.
Meanwhile, Druski’s own TIME moment comes as part of the magazine’s 2026 TIME 100 Next list. The honor arrives during a particularly busy stretch for the comedian, whose Livestream From Hell project with Kevin Hart and Kai Cenat is now streaming on Prime Video. His cover story also finds him reflecting on how far his comedy has carried him since he started building an audience through social media sketches.
Check out Druski's exchange with Ye above.
Read More: Druski Says He’s Here To Make Jokes, Not Politics
