A Little Bit This and a Little Bit Of That
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OK, admittedly, I'm not a builder and I know very little about building, but... it seems to me that you finish the OSB for the whole house, then you wrap the whole house in Tyvek, and then you start installing the Kynar siding.
Or not. Maybe you just add some OSB here, add a little Tyvek there, start on some Kynar siding, and move ahead on all fronts as and when you can... what do I know?