This list is comprised of 10 of the best celebrity interviewers to date. 8 Ellen- The Ellen DeGeneres Show. ... 7 Barbara Walters- 20/20. ... 6 Larry King- Larry King Live. ... 5 Jon Stewart- The Daily Show. 3 Oprah Winfrey- The Oprah Winfrey Show. 2 David Letterman- The Late Show. ... 1 Howard Stern - The Howard Stern Show. More items... Apr 28, 2014