Pretty much regardless of the shape of the roof, shingles should start at the bottom. If you don't, then they don't overlap right and it makes it easier for water to get underneath them, which is generally regarded as bad.
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A pyramid, possibly a roof, and tipi's. That's pretty much it......
Your roof is a square based pyramid.
The answer will depend on the height of the pyramid - or, equivalently, the pitch of the roof.
Roof tops
One square = 100 sq ft of roof area.