Keeping Lackey one more year would not have made a difference.
Keeping Lester or signing Scherzer, instead of HRam & Pablo could have made a difference.
Keeping Peavy and Doubront would not have helped at all going forward.
I loved the Miller trade, but had hoped we signed him that winter.
The big screw up was the low ball offer to Lester. Once that was done, I think Ben was boxed into getting something for players he was going to lose anyways. I disagreed with some of the deals he ended up making, but I think the whole "blowing up the rotation" mantra is a bit of s stretch.
We needed hitting that winter, too. It's highly doubtful, we'd have won a ring by spending on Lester or Scherzer, keeping Lackey one more year and not having anything to spend on hitting. In hindsight, sure, sign Lester and Cruz and maybe we have a shot.