This is a clip from the late 90s (maybe early 2000s) from the hit show Inside Edition. It contains some of the most classic television interviews gone wrong. A few of these really take me back and I was lucky enough to even see a couple of these interviews live (Madonna on Letterman and Magnum P.I. on Rosie). Awkward interviews are like car accidents: you don’t want to see a dead body being pulled from the wreckage, much like you don’t want to see an argument get heated, but you can’t help but look. In the end it makes great TV and without a doubt Letterman is the king when it comes to it. Check out this article from cracked on his 9 most awkward interview.