16. Lawyer Milloy
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Considering it took place almost two decades ago, and also considering the New England Patriots would end up winning the Super Bowl that season, we still forget how much the team’s fans and even players were in shock when the organization parted ways with stalwart safety Lawyer Milloy.
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The three-time All-Pro was both the heartbeat and the enforcer of the New England Patriots’ secondary in the early days of the dynasty. In New England’s Super Bowl XXXVI win over St. Louis, Milloy recorded seven combined tackles, and led the team with three pass deflections. But, of course, Belichick decided to part ways with Milloy when the latter wouldn’t take a pay cut to remain with the team.
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