Most of America knows him as the smug, heartless American Idol  judge who destroys dreams and bickers with Ryan Seacrest. But there’s much more to Simon Cowell than self-promotion and too-tight t-shirts — he’s a savvy businessman who knows how to expertly play the game.  In a quest to learn more about the $100 million man, Radar Online searched far and wide to find 50 interesting facts about Simon.  

Here are a couple to pique your interest:

• Simon was once approached by a man who said he would pay six figures to have Cowell judge him and his wife in bed. He refused—which he says he regrets.
• His many part-time jobs include car cleaner, baby-sitter, caroler, waiter at Elton John’s London restaurant, and film set gopher.
• Cowell has forbidden girlfriend Terri Seymour from asking him questions after 11 p.m. and suggested she get her boobs enlarged.

Read “50 things you need to know about Simon Cowell“