100/8mm Wheel Input

I know wheel threads are common on this forum, but here goes......

I am looking to pick up a set of race wheels over the fall/winter, and leaning toward the deeper dish sets.  I am also considering the deep rear wheel with "not so deep" front wheel.

For those of you who have ridden or currently ride with 100/8mm (zipp 1080, blackwell research 100, or any others that I am not aware of...):

1.  Is it worth the aero benefit to deal with the instability on windy days?     

2.  If a course has significant elevation (lets arbitrarily say...>4000 ft/HIM), do you avoid the deep wheels all together?

3.  If you could "do it all over again", would you have the same setup or go with something different?

Any other insight would be great also!!!!

Thanks......Chris