It's not often that we've seen a director's entire Hollywood oeuvre, but that is the case with Terry Zwigoff.
Zwigoff's major claim to fame is probably "Crumb", a cult documentary about underground cartoonist R. Crumb that landed on many of 1995's best-of-the-year lists. That gave Zwigoff a ticket to Hollywood. He ended up making three films.
The first was "Ghost World", starring post-"American Beauty" Thora Birch and pre-"Lost in Translation" Scarlett Johansson. It earned Zwigoff an Oscar nomination for Best Adapted Screenplay. The second was "Bad Santa", starring Billy Bob Thornton, which Zwigoff chose to do over "Elf". (What Hollywood studios were thinking about pitching Christmas movies to a Jewish director, we'll never know. Although, to quote Zwigoff, "my mother's religion was fear"...) The third was "Art School Confidential", starring John Malkovich. That was 2006, and that was it.
If you watch Zwigoff's films, you can't help but notice his adoration for alienated personalities. If you read anything about Zwigoff, it's clear that a lot of that alienation comes from within. And while that often results in quality films...
It doesn't exactly endear one to Hollywood.