Here’s a little-known fact about Dexter Holland, singer for the Offspring. This dude is a serious pilot. Ever since he was a kid, he wanted to fly planes. But if you’ve ever had that dream, you’ll know that it’s a pretty expensive pursuit–unless you want to join the Air Force, but that’s not an option for most people. But thanks to the fact that the Offspring has sold tens of millions of albums, Dexter can now indulge in this dream.
Not only does he have his pilot’s license, he also owns a fleet of planes.  There’s a single-engine prop, a twin-engine prop and his newest baby, an executive jet: a Cessna Citation with an anarchy symbol on the tail fin. And yes, Dexter is certified to fly all of them. In fact, when the Offspring is on tour, Dexter sometimes flies himself from gig to gig.
Ain’t it cool to be a rich rock star?
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