Hundreds of bows? For that I certainly do not qualify .... I'm somewhere between 25 and 50, who counts? But if you care to hear my take this is it.
1. If you want to have a bow basically tiller right off the form then taper rate is extremely critical. Since you can scrape the belly of a wood bow, you can correct alot after glue up as long as you have enough material in the belly lam. Since the wood will swell with humidity proportially to it's thickness, it should not impact tiller ... but may affect draw weight. I am a believer that you can calculate the taper rate to a degree of accuracy far beyond what the eye will allow you to tiller unless you're basically legendary at wood bows, but again this is true on paper and maybe not in practice.
2. Width taper has less effect on tiller than thickness taper per thousandth of an inch. This is because removing wood from the side of the limb reduces stiffness linearly, and removing from the belly reduces stiffness in an exponentially.
3. I believe that the limits of grain violation for a given material are the same regardless of how many pieces of wood are underneath the backing. Either way, the backings very outer surface will experience the greatest tensile stress. How much exactly can you get away with? depends on the bow design, but in general, don't try to push the limits. Straight grained hickory, pecan and bamboo is readily available, so search it out and use it.
I have had some backing failures in laminated bows where the failure was stopped by the glue line, where in a one piece it might have just been a complete explosion, but I don't think this suggests that the backing can have more grain violation, but rather just that the glue line may prevent complete, irreparable disaster.
Hope this helps, and those with more expereince may very well know better and dispute some or all of what I've said.
Good luck, and try not to fall into the trap of thinking yourself into a catatonic state instead of just building and having fun.