Cool to see you out doing it. Are you feeling like you chose the right path here? I wasn't completely clear if you had a off road motorcycle background. As a Mt biker the idea of taking my LW off road seems crazy. Even a 300lbs dual sport sounds wacky but at least they have the clearance etc etc. So sort of want the light weight zero for this. But I don't think I would ever want a 1250GS. If I am gonna be hopping over logs ain't no way I want some crazy big bike. Maybe a 800 but probably even lighter. At some point it just seems like take a more comfortable bike and a chain saw and shovel.

I do the common thead video of the xmas tree cutting. I think I am sort of at best a scrambler guy. Otherwise just put on the hitch rack and give me something more fun. Have you looked into the chain conversion?
Thanks. This project isn't just about having an off-road capable motorcycle - anyone can buy one that is decently ready to handle the task. I wanted a project that would challenge me, force me to learn new skillsets and do something that I thought was incredibly cool - take a livewire and have my own Long Way Up adventures. There will always be something better, faster, lighter, more agile, etc around the corner - I didn't want to chase shadows, just wanted to follow a passion of mine which is riding LiveWires and having a blast.
As far as chain conversion, it's certainly possible and is more durable. Just comes down to the effort required to design, test, prototype, etc. If I start to hit walls with what the bike can manage, I'll look into it. However, if Ewan and Charley can manage 13k miles with a belt, I think I should be okay for a while.