As someone with a wider face, I've found that higher crowns (at least 4.5") and wider brims (2.25" minimum) work best. The crown is actually more important than the brim. But if I wear one of the current low crown stingy brim hats that are popular with hipsters, I look like Oliver Hardy, if you remember who he is.
I know there are a few hat guides kicking around the Lounge. There may be a sticky for it.
Unless one is confident to throw out all the rules there is good reason to select a fedora to compliment your face.
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