As far as short hairstyles go, this one is a bit higher maintenance—but it's worth it. The biggest issue is keeping that volume in the front. For the cut, ask your barber to go shorter on the sides, with layered length on top. To style it, comb pomade back from your forehead while your hair is wet. Then break out the blow dryer and blow it back and up in order to create some height. Once it's dry, use your fingers and a bit more product to give it separation. And stay out of the rain.