From Mixtapes To Millions, These Rappers Broke Every Single Rule

Drake – $250 Million

Started as Jimmy on “Degrassi” and flipped it into a $250 million empire; now “that’s” a come-up. Born October 24, 1986, Aubrey Drake Graham took the name Drake. He built an empire out of heartbreak anthems, chart-topping albums like “Scorpion” and “Certified Lover Boy,” Instagram captions, and Billboard domination.

His album “Take Care” still hits different, and “Views” had everyone fake-accent rapping for a year. He owns a $75 million Beverly Hills estate, bought into Dave’s Hot Chicken (which eyed a $1.3 billion sale in 2025), and sells out stadiums alongside J. Cole. Music, memes, money, he’s mastered it all. At this point, he’s not chasing hits. Hits are chasing him.

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