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She has been in nine celebrity relationships averaging approximately 2.4 years each.

At 13, he hit a hole in one on the golf course, and he broke 11 school records while playing wide receiver for Yale University.

He’s also a former academic All-American, who was called “The Big Nerd” by his Yale friends, according to a 2004 article in the “He is very smart,” says the NFL source, “and he is one of the most down-to-earth athletes I know.” And that could come in handy when dating a Hollywood starlet.

“He is the polar opposite of what you think of when you say ‘player,’ ” says the NFL source.

Jessica Simpson and Smashing Pumpkins frontman Billy Corgan faced rumors of a romantic link last year, but the rocker told the Chicago Tribune that the reports were far from “reality.” “The stuff that I’ve seen doesn’t have any bearing to the reality that I’m in,” he said, neither confirming nor denying their rumored past love connection. It has nothing to do with what’s really going on or how I feel.” But the singer did tell the newspaper that Jessica herself reached out to him to work on the theme song for her new VH1 reality show, “The Price of Beauty.” “I ended up writing part of [the theme song],” he said. It has a little bit of an alternative rock edge, but it’s still very pop-y.

TO VIEW VIDEO: Move scroll bar from left to right and select an image. Crain's 40 Under 40 feted at Union League Club BY THE NUMBERS: The year's class answers key questions VIDEO: Grub Hub's Evans, Maloney on Chicago's tech scene and the Groupon effect Kristen Amato was trundling along a corporate career path, working as a consultant at Accenture in Chicago while creating necklaces for friends in her off-hours, when the Sept. Realizing that life can be too short, she set aside her chemistry degree from the University of Illinois at Urbana-Champaign to do what she loved most. She also designs for retailers like Anthropologie that routinely request runs of 5,000 pieces.