Originally Posted by mechBgon
A broken chain or a freehub/freewheel that free-spins forward would be a couple bad ones. The former is easy to learn to deal with, you need a chain tool and it's good to have some spare chain links too.
The latter would require carrying a spare freehub body and the tools required to remove/replace one, plus some intermediate repair skills. The tools I'd take are a Hozan portable axle vise, a 10mm hex key, and 15mm and 17mm cone wrenches edit: I'm getting rusty... AND bring a chain whip, a cassette-lockring removal tool and a 12" adjustable wrench. D'oh! I'd pack some extra 1/4" ball bearings so I can afford to lose some in the snow, too. That's for a Shimano DeoreXT hub; check what you'll be needing for yours.
And then the usual tire & tube issues.
If your freewheel spins forward you use either the nylon zip ties or the mechanics wire
That you brought with you and tie the big cog to the spokes in three places and just ride home fixed.
If you drop the master link in the snow you use
the mechanics wire you brought to make another master link.
While you are using your huge array of lights to work with, you make hot chocolate with your headlight while you are working. You did bring the hot chocolate, right ?