Jacksonville acquired defensive end Regan Upshaw from Tampa…
Jacksonville acquired defensive end Regan Upshaw from Tampa Bay on October 19, 1999 for a 2001 sixth-round pick, later No. 174 Jameel Cook. Cook was the eventual use of the pick, not a second player directly traded in 1999. Upshaw appeared in only six games for Jacksonville, leaving the Jaguars with very little realized value.
Jacksonville Jaguars Received
- player Regan Upshaw
Tampa Bay Buccaneers Received
- pick 2001 6th round pick (#174, Jameel Cook )
Trade Analysis
The Exchange
Jacksonville acquired defensive end Regan Upshaw from Tampa Bay on October 19, 1999. The Buccaneers received a 2001 sixth-round draft choice, later resolved as No. 174. Tampa Bay used that selection on fullback Jameel Cook. Cook was not a second player transferred in the 1999 transaction; he is the downstream draftee attached to the pick, so any duplicate standalone Cook asset should be removed.
Jacksonville Jaguars Return
Upshaw gave Jacksonville an immediate veteran pass-rush option, but the payoff was extremely short. He appeared in only six games for the Jaguars, leaving the club with minimal realized value from the acquisition. Because Jacksonville surrendered only a sixth-round selection, the cost was not severe, but the player return still fell well short of becoming a meaningful success.
Tampa Bay Buccaneers Return
Tampa Bay converted Upshaw into a future sixth-round pick and ultimately used No. 174 on Cook. Cook went on to play 109 NFL games, including extensive service with the Buccaneers. That is strong realized value from a late selection and gives Tampa Bay a much more durable return than Jacksonville received from Upshaw's brief stint.
Value in Hindsight
The contrast is unusually clean for a trade involving a late-round pick. Jacksonville received six games from the veteran it acquired, while Tampa Bay turned the pick into a player with a long NFL career. The Buccaneers did not receive Cook directly in 1999, but the draft outcome is legitimate hindsight value from the selection they acquired.
Final Verdict
Tampa Bay earns a B+ and Jacksonville a D. The Buccaneers transformed a player they were willing to move into a sixth-round selection that produced a long-tenured NFL contributor, while Upshaw barely remained with the Jaguars. The correct result is a Tampa Bay Buccaneers Win, and the verdict should align with that clear realized-value gap.