Originally Posted by
HazeT
That's what I'm worried about

It's probably not fun to upshift when going up a hill when you you actually needed to downshift.
Nope it's not fun at all, bet here's the thing about that. Going uphill it's safe to say that you're putting some watts down. This increased tension on the drivetrain means you really shouldn't be changing gears "hard" or "fast". Ideally you want massage the chain up to next gear so you'll be throwing the shift lever much slower and methodically. I almost never miss a shift while climbing, only when I'm tired and/or being lazy about it on a fast group ride.
edit: Your GXP power meter shouldn't and doesn't mean a thing for what your group should be. Your crank will work just fine with any group so don't let that sway your choice unless you're one of those "it all has to match" types.