Regarding "Jumping the air" from one fairing to another, Look at the wheel fenders of very aero cars. You want the rear surface slightly thinner than the front.
You can find the "accurate" amount to thin the rear fairing under normal conditions by making a curve with a 12* arc and taping the edge of it to your front fairing and matching the leading edge of your rear fairing to the arc at the point you want it to begin on the bike.
If that's not clear, let me know and I'll try to make it more understandable.
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