You really have a crush on the aging, 35+ guys.
Vokoun has 11 career playoff games. His best move ever was getting hurt and letting the #3 take over this year. Without that happening, Washington loses to Boston. The 11 he has missed should go on his resume.
Kipper, already mentioned.
Thomas? A one year playoff wonder and actually even then wasn't great throughout but benefited from some weak opponents. (note that 2 of the 3 Eastern opponents he faced weren't even close to the playoffs this year) Love to see him play his style without Chara and the rest of his big, defence in front of him. Wait, maybe that why it took him over a DECADE to even win single playoff game after leaving college. He was great in the SCF last year though.
I am not sure why you think contracts EXPIRING is a good thing. That means losing the player to free agency or possibly retirement considering their ages. Luongo on the other hand is signed and will be a moveable asset in 3 years if need be.
And I'll repeat it, the last couple of years of Luongo's deal are purely for the sake of cap fixing. Everyone knows it. He isn't going to be a bench warmer for chump change.