WR DeSean Jackson
In the Spring of 2017, the Buccaneers went on a spending spree, including the addition of speedy veteran wide receiver DeSean Jackson. At the time of the deal, the signing was graded as an A.
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The deal certainly made a splash as the Buccaneers paid Jackson to a three year deal worth $33.5 million, $20 million of which was guaranteed. Just two seasons later, the Buccaneers shipped him back off to his former team, the Philadelphia Eagles for a sixth round pick.
The Buccaneers were certainly trying to install a deep vertical threat under Dirk Koetter to put Jackson opposite Mike Evans. Instead Jackson and quarterback Jameis Winston had more conflict and bitterness than they did a connection on the football field.
The fanbase was certainly in a positive uproar at the time of the signing as the Buccaneers believed that their window was open with a young Winston on his rookie contract. This signing, while it made waves, did not pan out as Tampa Bay, fans and organization alike, thought that it would.