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How should the Cubs’ 40-man roster look heading into the 2021-22 offseason?

We, as Cubs fans, were not expecting a 2021 season where the roster was this gutted. We wanted the team to be competing for a postseason spot, but once the trades happened, the season became an extended stretch of games akin to split-squad games in Mesa. Since games have become cheap enough to to the point where a player being largely responsible for a loss has become either "evaluating tools" or "learning experiences," we might as well all take to assessment. Here's my current look at the Cubs current 40-man roster.

My hope, or expectation, is that the Cubs will have 34-36 players on the 40-man roster over the bulk of winter (after early December).