Druski says one call from Drake changed the trajectory of his career, turning viral internet momentum into the kind of mainstream recognition that finally made brands take him seriously.
Druski opened up about the turning point during a new appearance on The Diary of a CEO with Steven Bartlett. Looking back on his rise, the comedian pointed directly to Drake recruiting him for the 2020 “Laugh Now Cry Later” music video as the moment his career began operating on a different level.
“The thing that changed my life at the time was Drake calling for the ‘Laugh Now Cry Later’ music video,” Druski said in the interview. Before that opportunity, he had already built an audience through comedy skits and knew Drake was familiar with his work through occasional direct-message exchanges, but he said the appearance changed how companies viewed him.
According to Druski, brands had previously approached him with free merchandise, event access and other non-cash perks. After the Drake video, those conversations became paid business opportunities, with Druski explaining that he was suddenly being treated as an entertainer whose appearances carried real commercial value.
The “Laugh Now Cry Later” video, released in August 2020, placed Druski alongside a high-profile lineup that included Lil Durk, Kevin Durant, Odell Beckham Jr. and Marshawn Lynch. Druski said being seen in that company helped brands begin viewing him as an actual star rather than simply a viral internet comedian.
The reflection adds more context to Druski’s relationship with Drake, which has continued well beyond that early co-sign. Druski has previously spoken about staying loyal to Drake during the rapper’s public feud with Kendrick Lamar, while his own career has expanded into television, live events, large-scale comedy productions and hosting the 2026 BET Awards.
For Druski, the significance of Drake’s call was not just visibility, but validation at a crucial point in his career. What began as a music-video appearance became a bridge from online popularity to major brand money and broader entertainment opportunities, helping accelerate the path that made him one of comedy’s most recognizable personalities.
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