Interesting post. I'd never thought of it that way. Not consciously anyway.
Might that make an air-launched system more reliable? Even if it's less efficient, the TCO would be lower using a winged system for the initial phases of launch.
There are some companies working on that and / or there have been some experiments with it, but there's two factors there; the one is of course how much weight an aircraft can carry. The other one is the altitude and / or angle; a big plane goes to about 10 kilometers (maybe more, idk), but that's a 'flat' flight, ideally you launch while angled upwards and that's a bit more involved.
But that's how a lot of the X projects were / are done.
That’s what Virgin Galactic was.
It wouldn’t help much, sadly. Getting to orbit is about speed, not height — you need 27000 kph to get to orbit, and having an air launched platform would shave off 1k kph off it at most, perhaps 5k with some insane hypersonic engineering.