How do I put on siding above a slanted roof?
Werner makes ladder leg levelers (say that 5 times fast) that fit their ladders. I'm not sure if it's the safest solution for a pitched roof though. If you did decide to do this, I'd really consider having a temporary stop beneath the bottom foot of the ladder and possibly on the wall you're leaning it against as well.



Another solution would be an articulating ladder that you can set up as a step ladder with two different length sides. I have the Werner 17 ft aluminum ladder, and it's awesome. It does weigh 40 lbs though, so my wife doesn't like to use it very much.