DanTown
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I think they are going to need to consolidate some of their middle infield depth into a better player probably at 2B who can lead off. Way I look at the roster from a hitting perspective, SS 3B, 1B, CF(heyward) and C are pretty solidly filled. I still think Baez is really streaky but he obviously has his value. I also think Bote is probably staying around so you could conceivably move Bryant to RF as there's really not as many good RF hitters as their used to be. Currently there's 5 RF's with a 130+ wRC+.
As for LF, I still believe in Schwarber. His numbers don't look fantastic but he's got a .240 BABIP as compared to the .288 he had last year. If for the sake of argument you handed him a .280 BABIP right now he'd be looking at something like .262/.353/.512. That being said, probably need to protect him fairly hard against LHP by finding a short side platoon guy in the outfield.
So given all that, 2B seems the most likely place where you could reasonably add. Between Bote, Happ, Kemp, Russell, Descalso, Robel Garcia, Trent Giambrone, Zack Short, and hell you can even dig down to like Nico Hoerner..... cubs have way too much depth at 2B and really not enough quality. I'd still love to see them find a way to put together enough of those pieces and some prospects to land Lindor and move Baez to 2B. But regardless, they really need to move that depth into some more reliable every day players.
Two guys you didn't mention
AAA shortstop Dixon Machado is a guy with former major league experience who has put together a very good year in Iowa (.272/.393/,515; 20.2%K/15.2%BB). His power surge is truly remarkable even though we all know the AAA is something weird
This year - 16 HR in 329 PA
Previous times in AAA - 9 HR In 1,307 PA
If the swing is truly different and he's getting more elevation, that could drastically change his future. He always projected as MLB quality with the glove (especially at SS) but the hitting tool was so weak that even the lack of SO were a problem for a good fielding SS. But if he's good enough to go forward, he could make sense at a platoon with a .409 OBP against lefties this year, .347 last year in AAA for the Tigers. Not a guy I'd definitely say is a lock for the future but definitely a guy I wouldn't be shocked to see the Cubs purchase the contract of simply because even if he only buys you a year on having Nico make the majors (i.e Nico makes the majors starting in 2021), that's a value to the Cubs. \
Second guy unnamed was VIamel Machin. 10th round pick out of UVA in 2015, former HS pick of the Padres so always had some talent but the thing I always read about him is that he's got exceptional bat control and has more walks than strikeouts in AA this year while slashing .290/.378/.393. After reading a lot the past week about the Cubs and their desire to get different types of hitters, if Machin is a guy who doesn't chase (which it would sound like with a K rate that low) and someone who can make contact up in the zone, if the glove is good enough (which you would assume it would be for a former college SS at 2B) then he could be a surprise type in spring training. You obviously don't see many guys skip AAA but over 600 PA in AA and if he has a good spring, could be a guy who goes to AAA and is another guy next year who might get a call ahead of Nico solely to keep the clock waiting as long as possible.
My take is Machado is far more likely to make the majors than Machin (older, has experience, great SS fielder gives a backup SS to Baez more naturally than Bote, better platoon candidate with a guy like Kemp potentially) but either guy having a role in 2020 at some point wouldn't truly shock me. The thing about guys in the minors is that you always want to see them do it again next year, if even for a month or so.