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The (second) most painful trade Brewers could make at the Winter Meetings

It may seem like the Milwaukee Brewers are destined for a quiet offseason, with much of their record-breaking 2025 squad set to return for the 2026 season. However, President of Baseball Operations Matt Arnold and the rest of Milwaukee's front office have some very significant decisions to make this offseason, with implications that could determine the direction of the club for the foreseeable future.

With Milwaukee coming off of a National League Championship Series appearance, just their fourth appearance in the championship series in the history of their franchise, Arnold and company have to decide whether or not 2026 is a season in which they go "all-in" or if they continue their strategy of making moves that allow the Brewers to keep their competitive window open for an extended amount of time.