Oprah Winfrey is the top go-getter on TV Guide's Highest Paid TV Stars List. I'm not the type to hate on anyone, but dang! She pulls in a whopping 260 million a year, this includes her O magazine, TV shows ( Rachel Ray and Dr. Phil), Harpo Productions, and the list goes on and on. The number two person was a little surprising, it's the judge from hell, Simon Cowell. The American Idol judge pulls in 45 million a year. Which doesn't seem like much in comparison to Oprah. Can I get a personal assistant job? All I want is 1 percent, that shouldn't set you back to much Big-O!