I recently mentioned in passing that while I was growing up I slept on my roof on occasion. This was usually to have a good view of some some meteor shower, or catch a lunar eclipse. Since I mentioned it, I've had several inquiries as to how I kept from falling off in the middle of the night. So I decided to do a little write-up on how to sleep on the roof without killing yourself.
First, it's important to find the optimum sleeping bag. You don't want one with that slick material on the outside, or it will slide down the roof. The cloth kind will create a velcro effect with standard asphalt shingles and keep you on the roof. It's also important to align yourself so your feet are aimed down the slope so you don't roll. You may also want a sleeping bag with cloth on the inside as well so you don't slowly slide toward the bottom of the bag. That way you won't have to wake up periodically and push yourself up back up to the top.
That's pretty much all there is to it. Of course, different roofs will have different pitches and shingle types and some may be completely unsuitable for sleeping, so you'll have to use your judgement.
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Disclaimer The opinions expressed herein are my own personal opinions and do not represent my employer's view in anyway.