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Am I overthinking it
Yes. But if you want to really overthink it, a disc rear moves the centre of pressure back, so a crosswind turns the bike into the wind to counter the force pushing it sideways. This is also why the fin on an aeroplane is at the back 🙂 For my money, if it's too windy for the disc, it's too windy to ride at all.
Front wheels with odd spoke counts (mostly three) can create an oscillating turning moment about the steering axis as the wheel centre of pressure alternately shifts fore and aft of the axis. This bothers some people more than others, and the factors are not fully clear; rider weight, fork design and the rider position seem to be relevant, the latter including weight distribution and effective tiller length. I've used a HED3 for over a decade in all conditions, but I'm a fat bastard who sits a long way behind the BB with my elbows close to the steerer axis. It's kind of moot if you're halfway serious as there are plenty of wire spoked wheels now which outperform the HED3 in any conditions.
For wire spoked deep fronts, the problem facing the designer is that the fork offset is trying to put the wheel centre of pressure in front of the steering axis, causing the bike to steer the wrong way to counter the side force. This seems to have been bigger problem in the past when rims were v-shaped, probably because the front half of the wheel generated a lot of lift which added to the side load and the rear half didn't do anywhere near enough to counter it because it stalled at a very low yaw angle.
TL;DR: get out and ride, if you don't like the handling try something different
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gbj_tester
For anyone who uses a proper tt wheel front and a disc cover wheel rear do you notice any peculiarities in handling?
I’ve used 4,5 spoke and deep front with a shallow rim rear on the track before, and had no issues, but never on road.
Am I overthinking it