I seriously considered that truck myself but decided against it because it was so far away, and I am Central Texas, HALF the trip for you!
That WOULD be the trip of a lifetime, coast to coast in a Deuce! You should take lots of photos, keep a detailed diary and write a book, might just pay for the whole mess (Deuce and all), I for one would buy a copy
With that paint job you might get a lot of help along the way, and you can show your support for our boys and girls overseas, turn it into a tribute ride!
I-10 would be the most direct route but it sure is a boring trip, though too many scenic detours are going to cost you$$.
Did you get the trailer too?