I think it depends on the type of team. Andre/Burkett (sort of) came before Kelly with Thomas coming later. Polian did the same thing with the Colts in Harrison, Manning, and then James. Neither are SB winners, but they are two successful offenses. Dallas followed the same pattern, too, albeit with 10000 extra draft picks... Other teams like the Redskins (Gibbs I), Giants, Steelers, and Cowboys (did I mention they had a few draft picks?) were known for great defense and a monster O-Line.
The thing that muddies the water is free agency and the timing of when the cap explodes. That shifts the focus to the quality of coaching, ala New England. They get the most out of everybody, and no one is a superstar, and everyone is replaceable...