I think you are a little optimistic about the return Rondo can get, but I agree that we are at a crossroads, and I think we need to either trade Rondo or Pierce now, or this summer.
Those are our only core players moving forward, and they have reached a point where they are complete opposites, and I don't think they can effectively play with each other and maximize each of their talents.
And, I think Rondo can bring back a greater return, which would make him the more likely one to go. But it all depends on what the return could actually be.