Chicago Cubs: How he would potentially fit the Cubs
There are a lot of holes on the Cubs roster currently, and ironically catcher is not one of those areas with holes. Both Willson Contreras and Victor Caratini had very good seasons in 2019 and showed improvements in several areas of their game. Contreras found his power stroke again and Caratini turned into a very solid hitter himself.
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So how would Grandal potentially fit? Would the Cubs want to get into a bidding war to plug a hole that is not there? One could speculate either Contreras or Caratini being traded and bringing in Grandal in their spot. If the Cubs are serious about shakeups and getting big returns in trades from current-core pieces, surely Contreras (as everyone) is on the table.
A hypothetical trade-Contreras/sign-Grandal move offers both benefits and risks. There is no doubt how valuable Contreras is to this team, knowing he is also younger than Grandal who as we said earlier will seek a payday.
It is easier said than done to do this. However the potential of a move like that can also bring in a really smart catcher who is clearly a superior pitch framer to Contreras. Both will bring a power bat that can produce runs.
There are a number of other factors that would go into this that makes a seemingly simple idea be really complicated. Theo has to be absolutely sure they can land what they want in a trade and secure Grandal for this to be a possibility or even worth it.
Unless the unlikely happens where the mutual option is agreed upon between him and the Brewers, Yasmani Grandal will be a hot commodity. Some teams like the Cincinnati Reds or Chicago White Sox seems like perfect fits for the veteran backstop but there will be plenty of others wanting him as well.