Milwaukee Brewers: Complete 2019-2020 Offseason Preview

Now that the Milwaukee Brewers have been eliminated from the postseason, it’s the offseason! We preview the entire offseason with all the most important information.

Milwaukee Brewers GM David Stearns navigated through a relatively quiet offseason last winter. He traded Domingo Santana and Keon Broxton away for some good pieces, he got some more relievers, and signed Yasmani Grandal and Mike Moustakas to one year deals. By all accounts, a solid offseason, but relatively quiet.

Going into the 2019-2020 offseason, Stearns may have some more activity ahead of him. Both Grandal and Moustakas proved to be great acquisitions and are candidates to be re-signed and brought back on multi-year deals, the starting rotation is once again in a state of flux, and so is the bullpen.

We have a full preview of the upcoming offseason, complete with important dates, impending free agents, arbitration players, Rule 5 additions, and a payroll outlook.

Important Offseason Dates

November 3rd: Gold Glove winners announced

This is when we’ll find out if Lorenzo Cain cain has finally won a Gold Glove for his outstanding play in center field.

November 12th: Manager of the Year winners announced

Craig Counsell figures to be a very strong candidate for this award this year.

November 14th: MVP winners announced

Christian Yelich has put up a strong case for back-to-back MVP awards, but missing the final three weeks of the season could damage his case. Does he still have enough to win? We’ll find out on November 14th.

December 9-12th: MLB Winter Meetings

This is the big one. In San Diego this year, the Winter Meetings are usually the hub of offseason activity, with trades and free agent signings frequenting the festivities. It’s been a bit slower the last few years, but perhaps we’ll see activity tick up again.

December 12th: Rule 5 Draft

On the final day of the Winter Meetings is the annual Rule 5 Draft, where teams can select players from other organizations to be put on their 25 man roster. It’s mostly rebuilding teams and teams with bad rosters that make selections. But the Milwaukee Brewers will have some minor leaguers to protect and put on their 40 man roster. We’ll get to them later in this article.

Late January-Early February: Arbitration trials

The Brewers have a number of players in arbitration this year, again, we’ll get to them later. If any of them want to take their contract to a trial, it’ll be here, sometime in late January or early February.

February 12th: Pitchers and catchers report to spring training.

Baseball is back!

The big focus on this offseason for the Brewers will be the pending free agents and how many, if any, are re-signed.