In terms of skillmaking, I would have to say D'Amato. In terms of resume I would say Eddie Futch who has trained Joe Frazier Alexis Arguello Trevor Berbick Riddick Bowe Larry Holmes Montell Griffin Bob Foster Mike McCallum Ken Norton Michael Spinks Freddie Roach
Oh and Steward comes in at a close second behind futch for resumes because all of his fighters came to him later on in their careers with the exception of hearns
Those I can think of that are in with a shout : (It's 3 30am here, forgive me if I miss some old timers) Eddie Futch Angelo Dundee Cus D'amato Emmanual Steward Nacho Berestain (Others who's names are on the tip of my damn tounge.)
When Montell Griffin fought RJJ the 1st time, he had Eddie Futch in his corner. He gave RJJ a fairly difficult time until RJJ went into beast mode. The 2nd time, Montell fired Eddie and got KTFO.