Generally after I wear one my hair gets this kinda "I've been pressed up against a wall" look. I generally keep my top longer and the sides and back shorter, similar to Rick O'Connell's hair style in "The Mummy".
God I feel weird asking this..."Any tips?"
How did guys back in the day keep their hair looking good while wearing a fedora.
If the first try doesn't come up with anything, try one or two more refinements. I typed in "hat hair," set it for topics in the Fedora section and found those in the list it brought up. True, the search function is a bit awkward, but it works if you give it a chance. If that doesn't work after a couple tries, post away!