When doing anything physical, take some buddies
I think it wise, that whenever you do something foolhardy like this, make sure you've got friends you can blame things on.
Good fun at the time, a 'great' time after you've reached the bottom, and an even better time re-telling it over a drink or three.
The hill gets steeper every time we talk about it. And of couse, we did this in a blinding snow storm, combined with 130 degree heat, and ..., well, you get the drift.