ePer TimR:

It shouldn't be hard, but there's nowhere to put a ladder. The shed is on the edge of a steep hill, more like a gully. I've got only a foot or two before it drops off sharply.

How big is the shed and how much level ground do you have moving away
from the gully?

Me and another guy moved his 21x14 shed over a hundred feet last year
using 4" PVC pipes as rollers and a pry bar for leverage.

Maybe move it over six feet to get some room, fix the roof, and move it
back...

Sounds like a big job, but what's a half-day's labor compared to the
risk of getting killed or maimed falling off a ladder whose feet slipped
out from under it?
--
Pete Cresswell