Hey Jon, glad to hear you are doing well and still putting in the miles. My opinion, which almost nobody agrees with around here anymore, and from my brief test ride on a V85TT, is that it would be a stretch for it to do the kind of miles and 2-up work for AS MUCH as you do, this in comparison to the Norge. From what I recall you are quite a safe rider and such, not a power mad squid, but I also recall maybe a Blackbird in your not too recent past 
I wouldn’t say the V85 is under powered but even your 800 has significantly more pull. Load it up with another person, along with the heavy boxes and such, well, I just think the Norge is a better horse all around for that kind of thing. With your Norge, I assume you’re already using soft luggage and such? Over the years I’ve been able to significantly reduce weight on a specific bike with aftermarket exhaust, totally dry roll bags, even lithium ion battery in the warmer months. Small changes add up. I’m sure you’d like to stay with Guzzi, but if you can’t get the Norge on a diet, there are a only a zillion other bikes out there from other brands that would fill this void. If you like your 800 but not the buzz, I too did not like the buzz on the 800 when I test rode a couple of them in the past, I will tell you that the new F900XR - a semi faired upright bike in similar manner to the Norge - didn’t have that buzz and I was really pleased with a recent short ride on one. It too can do 200 plus miles on a single tank.
I agree in principle with your assertion that the ‘85 would be hard at work two up loaded in some situations.
In an ideal world in a straight cruise then yes,
But when you pull out to pass a line of cars up hill into the wind and someone pops out of the dip coming towards you, the absence of real authority will raise it’s head.
