Its all preference. Try it and find out.
Xbox Live tag: Dream Away Rain

Quote by marko'd
dont sweat how quick your progressing, i heard that Jimi hendrix didnt get his legendary guitar skills until he was dead

Quote by Dreadnought
Some would say so, but practice is the best way to go about it; I sweep, string skip, and tremolo better on Dunlop Points then on Jazz 3's. All and all, size of the pick does do something, but not much.
'89 MIJ Fender Strat
Rivera S-120
'60s PEPCO Model 211 5w head
'60s Paul (Pepco) 1x12 tube amp
'60s Harmony H303a 1x10 tube amp
Size does a lot. I can't stand the big picks anymore, irritating to mess with. To me Jazz III's make a big difference in everything, including string skipping.

-Jackson DXMG (SH-2N, SH-6)
-Schecter Hellraiser C1 (18v)
-Ibanez XPT707FX (Blackouts)
-Ibanez BTB 400 Bass

Main Amp: Mesa DR Roadster

i love the jazz III's, they're great and just make it easier to play, especially in shred. i think they take getting used to but they are better to use.
I heavily depended on Jazz III's before, but now I can't stand them, they're too thick, I know it's all preference, but Dunlop Tortex .60 mm is perfect for sweeping, string skipping and... yeah, shred.
Finding a good pick is a personal thing

You'll know when you find the right one, it should be a natural extension of the hand thats not cumbersome or hard to hold.
It is a personal thing, there isn't a universal "this size pick is perfect for x technique." There are some rules of thumb, but it is mainly what feels most comfortable to you that matters.

However, I don't really see how the pick itself would be able to make string skipping easier. The pick isn't actually involved in the string skipping aspect of it.