In a way, the first annual OVO Fest, in 2010, doubled as an official stamp of approval from Drake's rap predecessors. It's one thing to throw a massive music festival in your hometown of Toronto—a city that has not been known as a hip-hop hotbed—but it's something else entirely to get two of the biggest rappers ever to perform alongside you. That is what happened when Drake first surprised fans with Eminem, who performed his verse from their hit collaboration "Forever," and Jay Z, who performed "Run This Town."

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