I think the main goal in this league (much like real-life MLB) is to just field a competitive team and hope for the best come playoffs. I've actually gone through this process before (back in year 2 I believe) where I swapped Tulowitzki, Holiday, Mariano, and Utley for Andrus, Upton, Marmol and Cano in separate trades. Maybe I just have an irrational fear of getting stuck with the oldies when the music stops, i.e., they retire. Losing McCutcheon sucks obviously but I think OF is the easiest position to find value in this league. There's always some random guy floating around the waiver wire who will steal 25 bases and give you a decent season. Obviously can't replicate McCutcheon numbers, but the difference isn't as brutal as what you see at SP, where waiver wire guys don't even have rotation spots. If there's one trade I could undo it would probably be Sabathia for Ray and Nelson. I personally love Ray and like Nelson so I think it will work itself out but I could've gotten more elsewhere.