Klim waterproof boot liners are the way to go.
I use wool Icebreakers for all my base layers, shirts, and socks. (they do not feel like wool, it's awesome stuff, dries fast, and takes days to start being stinky)
The synthetics get rank quickly and take a long time to dry if wet or washed in the stream.
I would reconsider the tt skid plate and run a weld 86.
(if you want to know why pm me)
Dunlop 908rr rear at 30+ psi should get you 5000 +/- miles on the wide adventure rim.
When I started living off the bike while traveling the thing I over packed were clothes.
On the trail you do not need much duplicate, of course sleeping on the ground
trail side I'm not trying to win any beauty contests, nor was I worried about
The RR is a fun ride, did it last year on the 950 Adventure!