This is why we need to get the Asik trade done...
By getting Asik now, we essentially have until the trade deadline to determine the next 2-3 year direction of the franchise. Let's assume we give up Bass and the Clipper's first round pick. I think the trade actually makes us better this year. Now, we don't want to be in playoff purgatory with this deal (4-8th seed) but it would be pretty likely. The timing is perfect with Rondo coming back. It gives the current team w/ the addition of Rondo and Asik basically a two month audition before the trade deadline to determine our direction.
If Rondo + Asik makes this team look like its only a couple of pieces away from being a contender, then we'll ride out the season and pick up some parts when Humphries etc come off the books.
Now, to the most important part of the deal...If Asik doesn't gel and Rondo is slow to get back to form, I think Ainge shops Asik again. At the trade deadline, Asik's value is likely to be higher than it is now (since he's played limited minutes and has sulked this year).
Morey is not gonna trade him to Western contender. But we will. I could really see us holding our own auction for him with someone who needs rim protection like OKC or Portland. If we could unload Lee and get back picks plus a young big (Steven Adams anyone) I'd declare it a success.
Either way, doing this deal now gives us a nice window to see what direction we can go in the future.