[Mod Edit] Jon Gruden could be a name to watch for upcoming Head Coach openings per Tom Pelissero

Bongi said

In that instance, you can say Bill Callahan got to the same Super Bowl with the Raiders team that Gruden built. His coaching helped his new team to defeat his old team.

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He was 8-8 his first two years in Oakland. He was a very good coach for the next 3 years (2000-2002) and never had consistent success after that. In fact, since then he only had 3 winning seasons and two of those were consecutive, middling 9-7 campaigns.

He hasn’t been consistently successful or in any way innovative since that stretch in the early 2000s, i.e. over 20 years ago. His offenses don’t score a lot, he has never developed a QB to elite/franchise status . . .

If hired he’s more likely to be Ditka in New Orleans than anywhere close to Parcells in Dallas.