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And you bring up something I considered also, w/r/t Gillick signing Boone, and that was Gillick's assessment of Boone's peronality.
Reports are that Gillick was far more involved and personal with players than many GM's. I recall reading something about him having Christmas dinner with some player while he was on the road, not with his own family... anyway, I think he was in tune with what players are actually like as people, versus what their production is and how they look on the field, than other GM's. This was IMO a big part of his success. He was a super talent evaluator, AND he knew how the players he brought in would affect team chemistry.