I find hiring a Woodmizer or similar mill to be a great deal. You don't have time or experience with milling. Talk to some millers who come out and get pricing. I have done at least 30,000BF, some at $35/hr and some at about $0.20/BF. Cutting big timber, you will roar through the BF, so the hourly is likely a better deal. BTW, you may as well do your 1X boards for siding, etc.
One thing to keep in mind is that OSB is cheaper than making 1X these days, and saves a lot of time!
Vertical board and batten is nice, but I have done all lap siding. My sawyer has a little feeder that lies on the bed of the mill and drives the boards past the blade, tilted at an angle to make the bevel. It's time consuming to hang, but very fast to make. I cut 1 1/8" thick, then slice to get two boards. Then I dip it in a long tank made of 2X10s containing stain. Takes a lot of stain, but treats both sides of the wood.
See if you can borrow a tractor with a little boom on the three point hitch. That will skid 16' logs. Of course an arch is great, if you don't have to buy it. Some sawyers have them.
BTW, I built my house this way, with a framer and helper.