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mainstream rapDrake Gets a Surprise Jeff Ross Roast for His 40th Birthday in Houston
According to Billboard, Drake’s birthday celebration brought a surprise roast from Jeff Ross after the rapper had previously requested one from Jim Carrey.
October 28, 2026 at 8:00 PM ET

Drake wanted a birthday roast. According to Billboard, he got one—with a different comedian delivering the heat.
The outlet reports that Jeff Ross surprised the rapper with a roast in Houston for his 40th birthday. That puts a comedy twist on the milestone: instead of keeping the spotlight strictly on celebration, the occasion made room for Drake to become the punchline.
There’s a wrinkle in the setup, too. Billboard’s summary notes that Drake had previously requested a birthday roast from Jim Carrey. Ross is the comedian identified in the Houston report, not Carrey. The available source material does not explain how the surprise came together or whether there was any connection between Drake’s earlier request and Ross’ appearance.
The birthday wish, with a different delivery
The distinction matters. This wasn’t simply a report about a comedian taking unsolicited shots at Drake. His earlier request establishes that a roast was something he had expressed interest in for his birthday—even if the supplied information doesn’t say he knew Ross would be involved.
A birthday roast also comes with a different frame than a diss record or a social-media jab. The premise is entertainment at the honoree’s expense, not necessarily a declaration of conflict. Without the actual routine, there’s no basis to turn this appearance into a new rap dispute or attach it to any particular rivalry.
For now, the headline is the surprise itself: Drake’s milestone celebration in Houston included Ross stepping into the role of birthday roaster.
What’s confirmed—and what isn’t
The supplied Billboard headline and summary establish the city, the occasion, Ross’ involvement and Drake’s earlier Carrey request. They do not provide a rundown of the jokes, a guest list, the venue or a detailed account of Drake’s reaction.
That leaves the specifics of the performance outside the available record. Claims about who caught strays, how sharp the set became or whether Drake fired back would go beyond what the source supports.
Still, the setup has its own appeal. A rapper’s birthday can be all applause and tributes; a roast flips that script by making the guest of honor the target. According to Billboard’s report, Drake’s 40th in Houston took exactly that turn—just with Ross, rather than the comedian he had previously requested.
Source: Billboard R&B/Hip-Hop
