Can I secure a ladder from a lower roof section to higher one?

Lane's Avatar (by Gravatar) by Lane in  Tools and Equipment » Ladders 

I am trying to winterize my swamp cooler and I know that you can secure your ladder to a lower roof section and get up that way but I was wondering what ladder and equipment I need or if I should just go from ground level up two stories. Any thoughts?

This is my roof.
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Answer by

If you've got a ladder to do it from the level ground that would be best. It's a bad idea to put a ladder on a downward slope, like the lower roof. Though, it can be done safely by tethering the ladder's bottom or bottom 1/3rd area to a cross-block inside that window. Don't use bungee cords.

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