In November 2011 while speaking with Billboard, Drake admitted how bothered he was when his song "Best I Ever Had" lost the best rap solo performance award to Jay-Z's "D.O.A." at the 2009 Grammy Awards. "The one that really got to me was when I lost to "D.O.A.", Drake confessed. "That one to me was, like, really? Not to say that Jay-Z isn't the most incredible rapper and that 'D.O.A.' wasn't a good song. I just felt like they had an option to give me a Grammy for a mixtape, and they just didn't do it [laughs]. Because it goes against the grain of everything that is traditional."
But, instead of taking offense, Jay-Z responded with a handwritten note congratulating Drake on his impressive first-week sales for Take Care, Complex reported. "Monster number comes in," he wrote. "Proud of your journey. Peace. Hov." The two rappers went on to collaborate once again on the song "Pound Cake" featured on Drake's 2013 release Nothing Was The Same. While promoting the album, Drake told Hot 97 how much of an "incredible mentor" Jay-Z was to him.
After spending the next few years sending subliminal shots each other's way through music, the hip-hop heavyweights teamed up again on the 2018 track "Talk Up" featured on Drake's fifth studio album Scorpion. Later that year, the two rappers posed for a photo after Hova brought Drizzy out for a quick performance on his On The Run II Tour in Detroit.
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