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A fourth-round draft choice by the Minnesota Vikings in 1987, Gannon was nothing more than a journeyman quarterback. Prior to 1999, Gannon had started more than 12 games in a season just two times and hadn't been particularly productive when he did.
However, with Jon Gruden as the team's new head coach, the Oakland Raiders signed Gannon as a free agent in 1999. It is unknown whether it was Gruden or Davis who liked Gannon, but Davis wouldn't have made the move if he wasn't on board with the veteran quarterback.
By this point, Gannon had already been in the NFL for 10 seasons, but the former Delaware quarterback made his first Pro Bowl with the Raiders. Gannon would make three more Pro Bowls in Oakland and was also selected to three All-Pro teams. The journeyman quarterback even won the MVP award in 2002.
Gannon was horrendous in Super Bowl XXXVII, but his production cannot be denied. For whatever reason, Al Davis saw enough in Gannon to sign him as a free agent, and the move certainly paid off.
Of the many reclamation projects Davis has had, none have been nearly as successful as Gannon.