Fundamental question; do we still key in on having cap space in the summer of 2012?
If so, the priorities this offseason are to re-sign Ray Allen (2 years, $20M-ish contract), re-sign TA, and bring aboard some cheap help at the backup point (Earl Watson?) and maybe another cheap, athletic frontcourt player. You aren't going to get a Mike Miller or a Travis Outlaw, since they'll both likely command three-year, full-MLE deals. You'll also have to decide about Perk, giving him an extension and tying up some salary.
If you believe the team can keep contending for at least another two seasons (and it sure looks like it can), then I think you can be more aggressive.
Re-sign Ray Allen to that same deal.
Offer a full three-year MLE contract at Mike Miller; he'd be ideal off the bench, and he's still young enough where you won't be kicking youself too much for that contract in 2012.
Get Perk signed to an extension, STAT. He's such a key component to what we do defensively, he's not the guy you necessarily want to rebuild around, but he's ideal for what this team needs.
Talk to Pierce about a reasonable extension, as well. Maybe two years beyond his current contract, at something like what's being bandied about for Ray's extension.
Re-sign TA on the wings. Spend the LLE on someone like Watson, or if someone like Warrick doesn't get any better offers (how much is he worth? I'd just love to see a real athletic frontcourt playing with Rondo, love to see a second unit that could really push the ball).
If you did this, I think we'd be a legit title contender for the next two seasons. Come 2012, we'd still have on the books:
Rondo: ~10M
Perk: probably $8M-ish, he might be earning a raise this series though
PP: ~$12M
Mike Miller: ~6M
That'd be around $35M - $40M, committed. There'd be other salaries, too - if you re-sign BBD, our draft picks, salary holds for other guys. When you add it all up, probably little to no cap space, but we also wouldn't really be in a bad situation, either. Outside of Piece, the guys we'd be paying would still be in their prime.
I've changed my stripes. Before, I was all about leaving flexibility to pursue something big in 2012, but this team has shown itself to be good enough to keep the core intact - and to add a little extra salary in complementary areas - where I think you go full-bore and make as many runs for the title as you can.