1. Static
    Gold standard. Incredible collection. MLK, Castro, Ali, Brando (whose interview is incredible)...
  2. Static
    Extremely rich and compelling. Goes through the origin of almost every Beatles song, and captures bold philosophies as well.
  3. Static
    Incredibly fascinating, straightforward, self aware about his creative process
  4. Founders at Work
    This is one of my all time favorites. Every single chapter is worth reading.
    Suggested by @minalkhan
  5. Static
    Apatow is a self-diagnosed comedy nerd, and he started interviewing famous comedians and show-biz legends as a teenager, asking questions about jokes and comedy and life of people like Jerry Seinfeld (!), Jay Leno, Mel Brooks, Steve Martin, John Stewart, even @lenadunham, among many others. Great insight and interesting answers from many legends, I am enjoying it.
    Suggested by @BWN_7
  6. The Paris Review interviews collection
    They used to sell these as a box set. Interviews with authors and writers. Always fascinating.
    Suggested by @celesteballard
  7. Conversations With Wilder by Cameron Crowe
    Suggested by @emtwids
  8. The Rolling Stone Interviews
    Suggested by @cmschoder
  9. Philip K Dick: The Last Interview and Other Conversations
    You certainly have to be interested in PKD's work and you might possibly just have to be me, but I loved it. Weird, fascinating, insightful, funny, sad, and probably insane.
    Suggested by @gwcoffey
  10. Hitchcock/Truffaut
    Suggested by @mereflo
  11. My Lunches with Orson: Conversations Between Henry Jaglom and Orson Welles
    Suggested by @aurora