I went through a similar process as you but had my first board for 15 years. Changed bindings twice, and boots twice in that period. Since then I've gone from a 10-15 day a year boarder to a 50 day a year boarder and things do wear out.
If you're happy on a Custom camber then I'd be temped to stay on a Custom camber, taking lamps advice of a demo day... If you can, I'd try the Custom flying V, then the Custom camber, then the Custom X camber. As a bigger guy, you could ride a Custom X a little shorter than the Custom, and still not have it get out of hand at speed.
I too like the current EST/ICS/Channel binding system and I hope all board companies go that way when Burtons patent runs out. It's just a better system... Not without it's flaws, but still better IMHO.