My first recollection of a musician who was 'difficult' to work with was guitarist Jeff Beck. His first claim to fame was with The Yardbirds in 1965 where he had been fired in the middle of their U.S. tour for consistent no-show and explosive temper. I read stories that he went on to form The Jeff Beck Group around the end of 1966 with singer Rod Stewart and bassist Ronnie Wood who complained about being on the road eating hard boiled eggs while Beck ate steak dinners.
Next on my hit-list would be Neil Young... he's the guy who walked out on Crosby, Stills and Nash a few times. Sorry, with his unpredictable mood swings dating back to Buffalo Springfield, once would have been enough for me.