I'm biased so take this with a grain of salt, but I think flying V sucks unless your conditions are nice. Any board I buy, no matter how playful, has to be able to handle shit days. Don't be afraid to try other companies.
In terms of a RC snowboard, I was impressed with never summer when at slow speeds it felt skatey and at high speeds it felt more like a cambered deck. Flying V, for whatever reason, did not feel like that to me. Demo a Never Summer EVO if you get the chance. GREAT board. If you want to stick with Burton, going from a Custom X to a Hero could either be great fun, or really piss you off. In that case, a flying V would be a better transition I suppose.
Your best bet is to demo any of the boards you are interested in. I wish I lived close enough to a demo center. Otherwise I'd never buy a board without trying it first.