The bottom line is, Gruden has won the Super Bowl, and that's what it's all about.
I really don't think that proves anything. I say you put Dungy into Tampa in 2002 and he wins the SB too. It's like saying Joe Torre is a HOF manager for winning the World Series with a team that Dallas Green could manage to a championship.
edit: And head coaches that don't win the Super Bowl aren't considered bad coaches. Marv Levy just went into the Hall of Fame and I think many would consider him a better coach than, say, Barry Switzer who has won a SuperBowl.
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. Callahan is not better than Gruden for simply getting to the SuperBowl in Oakland while Gruden did not. And Gruden is not better than Dungy in winning the Superbowl where Dungy did not.
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