I wouldn't worry too much Cam based on his previous trip down here to WV. Even if the motor is consuming oil, that doesn't necessarily mean that it is going to grenade along the highway somewhere. As long as it is kept filled to the proper level it will likely be fine. If it's not smoking that means it's not intake valve seals or guides, it could still be exhaust side put if it's really excessive you will see oil on the pipe near the head or farther downstream.
One of the most likely causes of oil consumption is worn rings and they too can cause smoke out the pipe if really bad, so I think it's most likely just normal usage, maybe a little higher than normal due to wear and tear. It certainly might be time for a top end job, which would be an excellent opportunity to upgrade to 117, but as long as he keeps oil in it it will run. I've got an old 1958 Gravely two wheeler that loses/uses copious amounts of oil when running. I know that this is in no way a comparison to a twin cam but as long as I remember to keep her full it runs fine....
Now if it were mine and if it is using a quart per 1000. I would certainly look into why. If there are no leaks and if there is no smoke, and no extra oil in the primary, I would likely wait until winter to tear her down and refresh the top end. I would probably do a compression and leak down test first, then depending upon those results plan a course of action.