Well to get right down to the nuts and bolts, I've never liked working especially for some one else. I like being retired and not being enslaved to a schedule. No desire to travel as it generally involves a bunch of scheduleing it's a waste of time and money. Guess I'm just lazy..:)
That should work, I guess you could rap it with Tyvek. I see folks do that with additions to their homes around here, often going a year or more without siding.