The siding goes on next. No special order, I just do the full sheets first. I would suggest when you do the ends of any building with gables ends, that you cut 3/4" off the top of the siding that goes on the ends. Then when you fill in the gable ends with the siding, you will have an overlap on the top wall plate to nail it to.
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To get the siding straight and level, I normally tack a 1"x2" along the floor rim joist. Here the pillar was in the way so I just used a short piece of plywood.
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