My Mom hired a guy for years to do her gutters. Now I hire him on her behalf, and last year was the first year I asked him to put my house on the list, too. DH was a little reluctant, but I didn't have to twist his arm too hard, since apparently it isn't anyone's favorite task. I was thinking about his bad back, heavy ladder, awkward positioning, etc. more than falling, but of course that should probably be the major concern. It's a pretty easy thing to hire out and not terribly expensive.

