The NBA is a star-based league. You only win championships with the best players, not the players with the best value.
If paying Perk in any way, shape, or form prevents us from getting the 2-3 star players we'll need to compete in the post-big 3 era, then screw it.
A team with 2 amazing players and then a bunch of scrubs has a much better chance of winning it all than a full team of pretty good players. (see, Jordan-Pippen for 1a, and the Detroit Pistons as the lone exception to 1b. note the disparity in total championship rings for each.)
Frankly, after the Big 3 leave, I'm in favor of scrapping everybody but Rondo since he's a legit star and using everybody else as chips for 1 great player, and maybe tanking a season to get another great player in the draft. That's how you set up another championship run.
p.s.
As sort of an aside, I think Portland is going to need to cash in with a lot of their youth and talent and acquire one more really great player if they wish to contend. That, or PRAY Oden becomes the player they thought he'd be when they drafted him.