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This is when Gruden's coaching career first began. After graduating college, he got his first job coaching as a graduate assistant at Tennesse.

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This is when Gruden's pro coaching career began. He was hired as a special assistant with the 49ers.

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After a few assistant jobs around the NFL, Gruden finally became a head coach for the Raiders.

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Gruden chose to chase a bigger paycheck and left the Raiders to coach the Bucs. He went on the win the Superbowl his first season with the Bucs.

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After a 4-12 season, Gruden's career as a head coach was basically considered over. Even though he coached the 2007 season going 9-7, this was his downfall as a coach.