I bought my Nomad with the S&S couplers. That is an extra cost and the cost of a case that will fit the bike is yet another cost. I have only taken this bike on one airplane round trip, thus have not yet saved enough on air travel to pay for those extra costs. But I am glad that I bought the S&S couplers. But, it takes a couple hours to disassemble the bike to fit it in a travel case and a few more hours to re-assemble it after the flight. If you would be looking at high costs for taking the bike on a plane in a case larger than typical luggage size, you need to think about the cost savings. And if you are not mechanically inclined, then disassembly and re-assembly might not be something you want to do either. I worked in a bike shop before college and built up my bike myself, so I am quite comfortable with disassembly to pack my bike in a S&S sized case.
If keeping electronics charged is a concern, if you ever want to buy a dynohub, get that hub when you initially buy the bike. To have another wheel built later would mean the extra cost of a second hub, a second set of spokes, a second wheel build fee, and possibly a second rim. But if you never will want a dynohub then don't get one. I put a B&M Luxos U light on my most recent build, I am pretty happy with it. It is a headlamp that is powered from a dynohub and also has a USB charging port.
You mention relaxed or very relaxed riding position. I use drop bars and when I push into a strong headwind, I am not relaxed and I use the drops on my drop bars for a more aerodynamic position. Thus, my riding style is quite different than what you are looking for so I offer no advice.
Brakes - if you get rim brakes, consider the CSS rim for better rim life. If you get disc brakes, I am pretty happy with TRP Spyre brake on my newest bike. You may also consider a disc on the rear and rim brake on the front, there is no reason that you can't mix brake types front and rear. The Spyre is the only disc brake that I have ever owned, so I can't compare with other brakes. But the BB7 is another popular disc brake used for touring so you may want to consider that brake too. Rim brakes are cheaper but if you get a CSS rim or two of them, that is a higher cost too.
If you get fenders (mudguards), get the widest ones that you might ever want to use. I often use 57mm wide tires, thus I need a fender that is wide enough that it will work that width tire. And if you have SJS fit the fenders, ask them to make sure that the stays are long enough for the largest tires you would ever use.
There are a lot of pros and cons to gearing. For touring I wanted my lowest gear to have a speed of 3.5 miles per hour (5.63 km/hour) with a cadence of 72. Some want higher gearing but many choose even lower gearing than that. I am running a 36 tooth chainring and 16 tooth rear sprocket.
At this link is an exceptionally long discussion of gearing that was started five years ago. This is more information than you could ever possibly want to know about Rohloff gearing.
http://thorncyclesforum.co.uk/index.php?topic=4412.0