On the latest episode of A Waste of Time with ItsTheReal, Eric and Jeff Rosenthal chop it up with one of the coolest guys in the game, Wiz Khalifa. The Taylor Gang chief reflects on growing up in Pittsburgh, performing in front of three people in NYC early in his career, and dropping his classic mixtape Kush & Orange Juice.

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Wiz also talks about connecting with Curren$y — and being ignored by Big Sean — on MySpace, taking up kickboxing and getting in shape (RIP skinny Wiz!), and that time he and 50 Cent spent five hours in the desert waiting for Chief Keef to show up for the “Hate Being Sober” video shoot (spoiler: he never showed). “50 was like, ‘I ain’t never working with this n*gga again!'” Wiz joked.

All that plus lessons on fame, fatherhood and staying focused from an artist who, love or hate his music, refuses to fall off. Listen to the episode below.

Related: Podcast: A Waste of Time with Rapsody & ItsTheReal