Not liking the package that we gave up for Kimbrel has nothing to do with thinking that he will blow up in our faces. I am not concerned with how he will perform.
Even though I don't like what we gave up for Kimbrel, I agree with your sentiment about being "OK" with this overpay at this time. Our team got better, our farm system is still in great shape, and our future has not been sacrificed. If Dombrowski becomes reckless in trading away our prospects, then that will be a different story.
That said, I think acquiring a starter has become more difficult now. I agree with you that Dombrowski is not necessarily finished making trades. Perhaps he said that in an attempt to bring other teams' prices down just a tad. If he does make a trade for a starter, it will now be much more difficult, and painful, to put together a package. IMO, he would have been better off adding a few more pieces to the package he gave up for Kimbrel and getting a starter.
If Dombrowski is indeed intent on going the free agent route for a starter, there is no guarantee that we can land Price, even if Henry okays a big contract. From what I've read, Price seems to be interested in some NL teams, with the Cubs leading the way. As I said with Lester, the allure of the Cubs might just be too much to resist.
IMO, if the Sox offer roughly the same as other teams, Price would choose several other teams over the Sox. The Sox will have to overpay above the other teams bidding in order to land him.