1. There has been chat about an electric replacement for the mechanical but no success that I recall. Most common is replace the clutch with a Hayden 2905; replace metal fan with a nylon one part # I think are 52079654AE or 52079654AD; or replace with a fixed fan assembly
viewtopic.php?f=5&t=51618&hilit=fixed2. don't know stock tstat is 5142601AA and runs about $120 online+ shipping which shouldn't be much more than $12 in a USPS medium flat rate priority mail box. you also need the gasket 5066806AA. Before ordering check online+shipping vs. local dealer parts. If you have a relation with the local dealer parts folks you can often get as good or better price on smaller items.
3. use ATF+4 and don't buy parts from eBay as some of the bad filters are still out there. Service fill per FSM is 5qts although that may be low and overhaul fill is 14qts. If you think the current fluid is not ATF+4 you may have to do several fill, drive, drain cycles to get rid of the old stuff.
4. no comment other than I paid $150 at local shop which I considered excessive. No special tools that I know of for #3 and 4 although you might consider retorfitting the tranny pan with a drain but I have no advice as to how or where in the pan.
5. emphatic yes to both.
6. lots of tire choices. See my signature for what I have but I don't have snow. My son's came with new Michellin Latitudes which have done well in snow in N. AZ. If what you have has enough tread and no sidewall cracks wait until trip is done and prepare for sticker shock if you have not purchased tires in a while.
Forget EGR although I'd do the GDE tune before you left as it will improve your mpg and pretty much remove EGR function. Assume you have new air filter. Clean MAP sensor if you have not already done so. Check CAC hoses for problems, remove from engine to do so. Check air box to turbo hose for tear on bottom just in front of turbo, replace with OEM is need be.