It is uncomfortable talking about this so quickly - we just witnessed an all-time great team mow down arugably the toughest road a playoff team has ever had to go. That said:
1. QO Kimbrel - If somebody bites, thanks for 2016-2018
2. Offer Kelly 3 years at something like $25M.
3. Offer Pomeranz a 2-year prove-it sort of contract. If he gets more guarantees elsewhere, thanks for 2017.
4. Go 1-year at a time with Pearce. Puts him on the same timeline as Moreland - it should still be a useful first base combination
5. Let Kinsler go. If Brock Holt is healthy, he and whatever we get from Pedroia is perfectly fine at 2B
6. See what is out there for Bogaerts. Obviously I like him a lot, and would be happy with him returning for us - and if they want to re-sign him, awesome. However, quality free agents of his age do not make it to market that often. If the Red Sox are not prepared to pay $25M+ a year for Bogaerts, now is the best time to deal him for significant value.
7. Swihart probably is the odd man out at catcher. That said, I'd be inclined to keep Vasquez and Swihart over Leon myself. But Leon has certainly been a terrific receiver. My preferences here are pretty weak.
As far as the farm goes - Dalbec has a ton of variance but is clearly the most interesting prospect of the guys who could make a 2019 impact. (and if Dombrowski sees it - that he is not at AAA is not a detriment)