In a rare interview that had Oprah sitting on the other side of the interview couch, she spoke candidly about her modest start in the television business. She revealed that at first, she dreamed of filling in for Joan Lunden on Good Morning America — a job her agent told her simply was "not gonna happen."

"I had no stylist, I had no publicist, I [was not] marketing-savvy, I was the most naive in terms of how the business operated," she reflected. "Everybody told me when I was in the process of moving to Chicago that I would fail, that there was no way I could succeed." Except for her BFF, that is. "Gayle was the only person who said 'I think you can beat Donahue' — and I thought that was the most ridiculous thing I ever heard." Oh man, Donahue. This really takes us back.