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This offseason, David Stearns is taking his greatest risk yet

If there is anything that we have learned about David Stearns as the top executive of the Milwaukee Brewers, it’s that he is not afraid to make moves that are risky and don’t seem to make a whole lot of sense at first.

In January 2018, he swung a blockbuster trade to acquire Christian Yelich from the Miami Marlins. While it came at the cost of top prospect Lewis Brinson, an outfield of Ryan Braun, Yelich, and Domingo Santana — who was coming off of a breakout 2017 season — sounded great to Brewers fans.

Then just a few hours later, Stearns inked Lorenzo Cain to a franchise-record contract worth $80 million over five seasons.