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I think more practice with lewis structures would be the best way to get faster at making resonance structures as a whole. The more you do, the more you'll start to see what bonds give the best formal charge, for example, oxygen with having a double bond to another atom gives a formal charge of zero. I also think doing more will allow you to see the behavior of atoms in compounds. For example, carbon likes to form 4 bonds and you'll get a formal charge of zero in that way. With that being said, one of the UAs taught us a faster way to calculate formal charge. Instead of the formula that is in the textbook, you could use FC = (# of atom's ve-) - (# of dots and lines). You'll realize that you'll get the same answer and it is less complicated (in my opinion)! Hope this helps!
Usually, by looking at one structure you can recognize where certain bonds can be placed or replacing a lone pair to make a double bond. I think by practicing with many Lewis structures, overtime you'll just remember which structures have resonance. However, I wouldn't say there's a definite shortcut.
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