I bought a Nomad from a distance last October. I was a bit worried that it wouldn't work out - the reality is that the bike is much, much better than I thought. I took great care in measuring the vitals of my old tourer and sent them to Thorn.
I too have a military background (only 7 years though!), and am involved in education. You're my senior by 10 years, but I still dream of setting forth on the type of trip you describe...some of us dream and do, others just dream...All the best for your trip, you've joined a great forum with many very knowledgeable helpful people out there.