Good thread, Axe.
One thing that helps you decide: I try to use my on-bike tool kit when I tinker with the bike at home. It helps you figure out what you do and don't need. I figure if it's something I don't know how to do in my garage, I'm not going to figure out how to do it on the side of the road in the dark. And if a tool works like crap at home, it won't work better out there.
Things you should be prepared to do: tighten and/or replace all fasteners, fix a flat, change a fuse, change a brake light or headlight bulb, use some hookup wire to repair or bypass a broken connection, duct tape or bungee up broken fairing bits, and call a tow truck. If you have the tools and parts to do those things, you should be good to go.