wait, it looks like the Sidekick III might have enough improvements to be useful, and even if it does come out and you don't want it, the Sidekick II will be even cheaper to buy by then
I'd wait til the SK III. SK II is just too bulky for my taste. But that's just me. And SK III is going to have BT, miniSD, and other features that its been needing for a while now
It is up to you though because if you get the SK2 now you can get accustomed to the style and operating system that Danger uses plus when it is time to upgrade you should be able to trade in your SK2 for a nice discount on the SK3 at least that is what happened last time around. But if your contract isn't up until May I would wait because you never know when the SK3 might be released.
it will be interesting to see if they do any software tweaks on the sk3 to allow personalization, If they keep the software just like the sk II and cripple the bluetooth and files you can import, then I would say save your money and go SK2