Some lady named Maureen interviews J Mascis of the band Dinosaur Jr. Maureen really shines in this.
Weirdo super-fan/interviewer Matt Zaller conducts creepy/funny interviews with celebs. He recently made Megan Fox put a bag on her head and now he's weirding out Matt Damon with a special song that he wrote for him.
There's been kind of an epidemic of high-profile interview disasters recently, so this is a good time for a look back at some of the most awkward examples of the genre. These all go wrong for very different reasons, but they are similar in that they all make me incredibly uncomfortable. Please add any good ones I missed in the comments.