#4 is interesting, though. I absolutely love KP and as devastating as it was to me to trade Smart, I was down with it at the time; however, if KP doesn't come back until January and then he goes out with another season ending injury and he is missing for all of the playoffs, that is $30M that might be better spent. With Horford on his last legs, we need a healthy everyday effective Center.
So I think this is more a wait and see item, rather than something we can determine now. If KP comes back fresh and is awesome from his return until the end of the playoffs, we will probably be talking about an extension. He is still relatively young. We as Celtics fans are all hoping and praying for KP's good health moving forward.