After a long period of late night firing, retiring, and hiring, it s time to quantify the monologues and interviews, and crown the all time kings and a few in , he said the greatest question an interviewer could ask is, “Why?.Who would you consider the best TV interviewer of all time? What s a good example of their best interviewing work? News, comedian, talk show, etc. I .Look past all the “shock jock” labels and listen to any full length Howard Stern interview, and you ll know why that label misrepresents him. A few favorites that .Good interviewers always study up on their subject s background or I had some rough idea, but I was in the exploratory mode all the time .These interviewers always captivate us and get to the truth of any situation. This list is comprised of of the best celebrity interviewers to date. Starting in , David Letterman became a night time routine for many .Best interviewers of all time Idaily is a place to get your questions answered. Ask questions and find quality answers on AnswerSite.com..The best political interviewers. Show all ..Why Howard Stern is the Greatest Interviewer of All Time. Posted by Jeff Gorra | | ArtistWaves, Entertainment, Media, Music, Tribute | |. Why .All of his interviews are super interesting, and kind of weird at the same time. Like, how does he figure all those obscure facts about someone before he .