From Mixtapes To Millions, These Rappers Broke Every Single Rule

Rick Ross – $150 Million

Not bad for a guy who once clocked in as a corrections officer; William Leonard Roberts II, born January 28, 1976, turned hustle into a $150 million empire. You know him as Rick Ross, the booming voice behind “Port of Miami” and the luxurious “Teflon Don.”

His label, Maybach Music Group, signed stars like Meek Mill and Wale, proving he’s got an eye for talent and a taste for winning. In 2025, he threw his third car and bike show at his sprawling Atlanta estate, because, of course, he did. Add in Wingstop franchises and real estate? The boss isn’t “playing” rich, he’s living it.

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