Here is my take on things from last preseason to now. Just random things. Let me know your take.
What I was against in preseason
1. Signing CC. Fine if you want to bring him back but don't hold his salary against the cap. Yes you have to technically but internally you can write it off since he shouldn't have been back.
It was evident that CC was literally on his last legs. Yet, I respect the team for letting him go out his own way. Don't forget that he was a clubhouse presence and they will miss that next season.
2. Signing Hicks to a long extension. Just not a fan of Hicks for that amount of money.
Agree. I think he demonstrated this year that he is no longer a "prospect with huge upside potential." More like a journeyman outfielder. Still, given the injury bug we saw this year, I say we keep him around for reasonable money.
3. Not going for Harper. I still believe he would have been great in this lineup so I wish they had gone and gotten him.
See monkeyman, above. 
Where I was wrong
1. Not going for Corbin. I liked the Paxton trade and thought ok this will work out with have Tanaka, Sevy, Paxton. So no need to put the money in Corbin. While I still like the Paxton trade I do wish we had Corbin.
Yeah, and that bum is going to the World Series and we're not. 
2. Boone as a manager. I now believe Boone is a good clubhouse manager. I do have issues with his managing style but I am more confident in him now then I was at the beginning of the year.
+1. Boone for MotY and that's not just Yankee-talk.
Playoffs idea
1. Not sure what they hell they were thinking about with Stanton on the roster. Felt like they played with a 24 man roster.
See above for my rant on Stanton. He's a prime example of why I agree with monkeyman.
2. Something I have wondered. Wouldn't it have been a good idea to have Romine start at catcher and have Sanchez in DH? They would have a better defensive catcher but still Sancehz's bat? Just something I wondered from the beginning of the series.
I'll go even further and risk flaming darts from other Yankee fans: Romine should be the starting catcher and they should trade Sanchez before he has another one of his .186 seasons. You take Romine's .281 batting average and 35 RBI's and project them over a full season (for a catcher) and he more than matches Sanchez's 77 RBI's (I don't care about Sanchez's 34 homers; probably 1/3 of those were do to the juiced-up ball this season), plus Romine is a better defensive catcher.
Future
1. Let go of Didi and Edwain. Money can be spent elsewhere without impacting the team.
Agree on Encarnacion. Not so sure on Gregorius. His late season slump may be from recuperating from injury. When he is hot, he is scalding. I want him to stay around and play himself off the club. Besides, that injury thing again: You let Didi go and Gleyber probably goes down with a SEI.
2. Don't resign Chapman if he opts out.
Is it my imagination or is he having trouble throwing strikes? (Kidding. But serious, too. 
) I dunno. That guy Britton can close - he had 47 saves three years ago - but he hasn't been a closer since coming to the Yankees and he's 32 next year. But so will Chapman be. Hopefully he does not opt out - he may be unpleasantly surprised if he does. I say we let him walk in that case.
3. Trade for pitching. Trade candidates Frazier, Andujar, Paxton
Gonna have to, now. But trade Paxton? I thought you liked him and, um, he is a pitcher. I saw his gutty performance in Game 5 against Verlander and I was impressed. Trade instead: Sanchez. Stanton? Is he tradeable?
4. Please for the love of god sign Boras I mean Cole.
Which one? Hamels or Gerritt? Both are free agents in 2020. I assume you mean Gerritt because he is the one that you would be salivating after. Also, Boras comes in his package deal; love Cole, gotta, hmm, tolerate Boras. Well, I cannot disagree but Gerritt's going to cost a boatload of money. Despite what monkeyman thinks, we do have to sign a free agent once in a while! It seems to me that other teams are doing the same these days.
5. Just a funny thought but what about having CC as a pitching coach?
That's a great thought and I wouldn't be surprised if it happened. Just please don't make him the conditioning coach! 