Once Spielberg won for Schindler’s list, the answer to this question was easily Scorsese. Of course, as it is defensible to say Scorsese is the best director of all time (not my position), you could say he held the title before that.
However, with him safely securing his directing Oscar for the Departed, who inherited the title as the best (living) director with out Oscar?
Wim Wenders, who should have won or at least been nominated for directing Wings of Desire and Until the End of the World. He’s only ever received one Academy Award nomination, via his documentary Buena Vista Social Club (it lost, understandably, to One Day In September).
I’m also on board with Paul Thomas Anderson, Werner Herzog, Terry Gilliam, John Sayles and Quentin Tarantino.
Of the cited names I’d have to pick Werner Herzog.
A common theme here is that many of these guys don’t direct a LOT of movies. Terry Gilliam is a daring, innovative filmmaker, but he has directed just ten feature films in 34 years. Michael Mann is ridiculously talented but has just ten feature films in 30 years.
Herzog & Wenders (along with Godard, Angelopoulos, Rohmer, Varda, etc.) don’t really count since no director has ever won the prize for a completely foreign language film (and probably won’t for a long time).
So given that Sidney Lumet has an honorary Oscar, I vote for 3-time loser David Lynch with honorable mentions to David Cronenberg and Mike Leigh.
Herzog and Wenders have both directed several English-language films, and will again. Herzog especially seems to focus mainly on English-language films now. He could have and should have gotten nominated for Rescue Dawn, which was tragically overlooked last awards season. Either could win in the future for something truly spectacular, in English.
Good call with David Lynch, though he seems to have set aside directing to concentrate on his David Lynch Foundation and produce movies (including My Son, My Son, What Have Ye Done, the next English-language Werner Herzog film). It’s hard to believe Inland Empire was 2006, and he doesn’t have anything on the burner that’s listed on IMDB.
Peter Weir is high on the list. Nominated four times the last being Master and Commander unfortunately in the same as year as ROTK. I think Master and Commander is the better film but I don’t begrudge Jackson his win for the trilogy as a whole.
Before that he was nominated for the Truman Show, IMO a terrific film and easily better than Saving Private Ryan. I don't care too much for Dead Poet's Society and haven't seen Witness which sounds like an excellent film.
Lumet or Weir for mine. Weir has done terrific movies with casting choices that seem obvious in retrospect but were often surprising at the time. Linda Hunt as a man in The Year of Living Dangerously, Ford in *Witness *, goofy Robin Williams in Dead Poet’s Society, goofy Jim Carrey in The Truman Show. He even made a sex symbol out of Gérard Depardieu in Green Card. Actors must love him.