The entertainment and media mogul is also America's only African-American billionaire. She owns O magazine, Harpo Productions (which produces Dr. Phil's, Rachel Ray's, and Dr. Oz's talk shows), and of course, OWN, the Oprah Winfrey Network. She may have had to lay off 20 percent of OWN's staff when she canceled Rosie O'Donnell's "Rosie Show" in March 2012, but those who survived the cut will likely be treated to riches beyond their wildest dreams this holiday season. In the past, Oprah has famously gifted her employees with iPads, five-figure bonuses and all-expenses-paid vacations. Sign us up!