The singer/actor will discuss his career and how he embraces new challenges

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Ever wondered how to bring sexy back?

Just ask Justin Timberlake, the first celebrity to impart his wisdom in the new season of Oprah’s Master Class. In an exclusive sneak peek, the singer shares the biggest lesson from his career: being a beginner is a good thing.

“If I’m not learning from something that I’m doing, then that means I’ve done it before. Do something different, even if it’s within the same medium,” Timberlake, 33, says in the clip. “To try new things, that makes more sense to me than making a career out of doing the exact same thing over and over and over and over again.”

Timberlake knows a thing or two about reinvention: The multitalented entertainer went from Disney darling and boy-band heartthrob to successful solo artist and buzzed about actor – and made some of the funniest Saturday Night Live sketches come alive along the way.

On Master Class, Timberlake discusses what drives him to step outside of his creative comfort zone.

“I like the moment where I can look at everyone and say, ‘I have no idea how to do this. Let’s figure it out,’ ” he says. “You do that with a stage performance as much as you do a character on film. That inspires me. That motivates me.”

Oprah’s Master Class premieres May 11 at 10 p.m. (ET) on the Oprah Winfrey Network. This season’s lineup also includes Whoopi Goldberg, Lionel Ritchie, Billy Bob Thornton and Sharon Stone.