5. Indianapolis Colts
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To help Brissett feel more welcome about the situation, the Colts agreed to a two-year, $30 million deal with the quarterback before Week 1 but, unfortunately, the verdict is still out over whether he is their long-term answer.
During the first half of the 2019 season when Indianapolis jumped out to a 5-2 start, all seemed to be good to go for Brissett as far as the future was concerned.
But when seeing how the Colts would struggle for the most part during the final two months of action before eventually finishing with a 7-9 record, the team clearly has some work to do in the offseason.
Most importantly, Indianapolis needs to decide if Brissett really is their quarterback of the future, and whether they would be better off with someone else like Winston.
All of the money invested in Brissett could make this scenario a little more complicated than other teams, but if the interest really is there for Winston, Indianapolis will most likely find a way to pull this off.