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The transition from mega-geek Steve Urkel to dapper Stefan Urquelle seems like nothing now that we’ve seen how cool 33-year-old ‘Family Matters’ star Jaleel White is these days. Fresh off writing, producing and starring in a new web series, ‘Fake It Til You Make It,’ White has been making the press rounds, chatting about his days as a ’90s sitcom icon and his mastery of characters.

Interview highlights and a clip from the show after the jump!

In ‘Fake It Til You Make It,’ White plays Reggie Culkin, a former child star turned celebrity image consultant. The definitely not-safe-for-work series takes a humorous, low-budget (think ‘Curb Your Enthusiasm’) approach to Hollywood swagger. “These people take themselves so seriously that it’s really just fun to laugh at them on this hamster wheel. For a lack of a better pitch, it’s the other side of ‘Entourage,’ a more realistic take on what it is to be out here in LA,” White tells TV Guide. “I wrote every episode, so people really get a chance to see what my own personal comedic sensibility is and how that’s matured.”