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If you've ever fallen off the couch laughing at a commercial or recoiled in horror from the same, chances are the spot was created by Cliff Freeman and Partners. Remember the gerbils getting shot out of a canon for Outpost. com? Executive creative director Silver, 35, made his name at the New York shop with that 1998 campaign. He's also worked at Goodby, Silverstein & Partners-for six days, leaving to write for The Late Show With David Letterman That lasted three months. Other stints include Wieden + Kennedy in Portland Ore., Chiat/Day in New York and FCB in San Francisco. -Interviewed by Kathleen Sampey
Q. What inspired you to get into advertising?
A. I was in law school, studying to be an attorney, which I'd wanted to be all my life. Two weeks into it, I realized that (a) I was horrible at it, and (b) it was boring. So I thought of advertising, because it seemed like a cool way to spend your day. I got the idea from watching thirtysomething.
Q. What was your first ad?
A. I put together a portfolio of mock...