Druski has proven to be a trailblazer in paving the way for the next generation of comedians. But it all may have never played out the same way if it wasn’t for a massive co-sign from Drake.
During an appearance on The Diary of a CEO on Thursday, the sketch comedian credited Drake with changing his life and legitimizing his career after casting him in the 2020 “Laugh Now Cry Later” music video.
“The thing that changed my life at the time was Drake calling for the ‘Laugh Now Cry Later’ music video. Everything shifted after that because brands started to take me seriously,” he explained. “Now it’s transactional with everything.”
The Turning Point
Druski continued: “Once I was seen with Drake, Lil Durk, we had Marshawn Lynch, Kevin Durant, Odell Beckham Jr. all in this video alongside me. Me being the comedic relief in this video, which was called ‘Laugh Now, Cry Later,’ this meant a lot more than another music video.”
Drake was just a fan of Druski’s content at the time, but he wasn’t making much money from it. That all changed with the music video appearance, as Druski detailed how brands began to see him in a “broader light” and the price started to go up.
“They started to see me as an actual star, instead of just another amongst all these other guys who are doing comedian things,” he added
Drake’s Early Belief
The OVO boss was an early believer in Druski and saw him as the leader in the next generation of comedy.
“This is wild to hear from somebody who, in my eyes, is a megastar,” Druski said of Drake’s praise. “It shifted everything almost immediately.”
“Laugh Now Cry Later” saw Drake join forces with Lil Durk during the COVID-19 pandemic in August 2020. The track peaked at No. 2 on the Billboard Hot 100 and picked up a pair of Grammy nominations
Druski’s Rising Profile
Druski is always finding new ways to elevate his profile and comedy career. He became the first comedian to cover Billboard’s No. 1s issue, hosted the 2026 BET Awards in June, won a 2026 Webby Special Achievement Award, toured arenas with Coulda Fest, and appeared on Justin Bieber’s SWAG album in 2025.
He has also made appearances in other music videos, including Jack Harlow’s “Tyler Herro” and “Churchill Downs,” and Lil Yachty’s “Oprah’s Bank Account.”
The Bottom Line
Druski credits Drake with launching his comedy career after casting him in the 2020 “Laugh Now Cry Later” music video. He says the appearance alongside Drake, Lil Durk, and superstar athletes changed how brands saw him and shifted everything almost immediately. The video peaked at No. 2 on the Billboard Hot 100 and earned two Grammy nominations. Druski has since hosted the BET Awards, won a Webby, and toured arenas.
My Opinion
Drake did not have to put Druski in that video. He could have picked any comedian. He could have picked a bigger name. But he saw something in Druski before the rest of the world did. That is what makes this story worth telling. It is not just about a co-sign. It is about what happens when someone with power decides to share it.
Druski was making content. He was funny. But he was not making money. He was not taken seriously by brands. He was just another comedian on the internet, competing for attention in a crowded space. Then Drake called. One video. One appearance alongside Drake, Lil Durk, and three of the biggest athletes in the world. Everything changed.
That is how the entertainment industry works. It is not always about talent. It is about access. It is about who sees you and who vouches for you. Druski had the talent. Drake gave him the access. And Druski took it from there, building a career that now includes hosting the BET Awards and touring arenas. The co-sign mattered. But the work mattered too.
