I've got some 2010 contrabands and are pretty happy with em. Fairly quick to strap in and no pressure points.
Take your boots into the shop and check that they fit the binding, my boots are Vans BFB's from a couple years back and are kinda fat but they still fit well. Takes about 30min to setup contrabands with help of the video on the ride site.
I've heard the model with the spider webbing can be a problem, i.e the webbing can split. I don't see why you'd need it anyway. The toe strap does its job nicely without it.
A couple of thoughts i've had:
-Resale, someone may be put off buying a used board without 'normal' binders perhaps. Or their boots dont fit without having to unmount and adjust them, just to see if they work. If you don't change setups often, who cares right?
-'Normal' binders having a toecap actually sorta protects your toes to a point. I've slammed on hard pack on my toes a couple times and it hurts, i dont even know how i did this, maybe i'm an anomaly... or just stupid.
-Contrabands are only a tiny bit quicker than most two strap bindings IMO. They pay off by being pretty damn comfortable and solid feeling when you've got em dialed.
Hope that helps!