Dave Chappelle Says Jay Z Makes Him Question His Life Choices

Sometimes Hov forces you to rethink everything.

Some people listen to Jay Z’s music and hear an inspirational rags-to-riches tale. They’re motivated by his story — if he made it from the projects to become wildly successful in music and business, they can, too.

Not Dave Chappelle.

The reclusive comic appeared on the “Late Show With David Letterman” last night for the first time in a decade, and joked that Hov’s music makes him question his decision to walk away from “Chappelle’s Show” and leave a reported $50 million on the table 10 years ago.

“Sometimes, I listen to a Jay Z record and it starts making me feel bad about some of the choices I made,” Chappelle said. “This guy’s had more fun on two songs than I’ve had in the last 11 years.”

Dave will be having fun later this month, though, when he does a run of nine shows at Radio City Music Hall in New York, with guests including Nas, Erykah Badu and the Roots.

Also…maybe the door is still open for a new “Chappelle’s Show” season? “Technically, I never quit,” he said. “I’m seven years late for work.”

Hey, we can wish, right?