Entertainment's Highest-Earning Women The ten ladies who top our list of Entertainment's Highest-Earning Women earned a total $739 million between May 2010 and May 2011. To compile our list of estimates we talked to agents, managers, lawyers and other folks in the know. Earning reflect income during the time period. Taxes and things like agent and manager fees were not deducted. Oprah Winfrey:$290 million Winfrey beats her closest earning competitor on our list by a whopping $200 million. But with her show ending, how long will the queen of talk be able to maintain those kinds of earnings? Her cable network, OWN, has yet to take off. Lady Gaga:$90 million Lady Gaga topped our Celebrity 100 this year (which measures money AND fame) but she earned a full $200 million less than Oprah. Gaga will have to stay relevant if she's going to continue to rank at the top of our lists. Bethenny Frankel: $55 million The reality star banked big bucks over the past year ...