If you think you're haircut should match your personality, you're wrong. It should match your wardrobe. Here's how to find the right style for your career.

Your Style: Business (see: Cooper, A.)
Your Hairstyle: Groomed but not uptight.
Maintenance: Your hair should look squeaky clean, so use a lightweight shampoo every day. Style with a little bit of pomade, like Redken's Polish Up ($16). And if you're going gray, be sure to pick something opalescent. Anything with color will show on your hair.
Cut: Every three to four weeks, by an absolute professional. Scissors only.
Expense: $$$$
Your Style: Business Casual (see: Jackman, H.)
Your Hairstyle: Formal enough to belong in an office, stylish enough to fit in at a pub.
Maintenance: Wash every other day to let your natural oils help weigh your hair down. Something like Shu Uemura's Frame Wax ($30) will give you a little control without looking too shiny.
Cut: Every four to five weeks. There's art in a cut that looks as if you did it at home. Be ready to pay for it.
Expense: $$$
Your Style: Creative (see: Downey Jr., R.)
Your Hairstyle: Carefree-looking layers that actually took all morning.
Maintenance: Wash two or three times a week. (Just don’t let anyone touch it on that third day.) Work a little bit of styling cream , like John Allan’s Tough ($18), through your hair for volume and hold.
Cut: Every six to seven weeks. Your barber should be talented enough to layer your hair, but your styling can hide a mediocre haircut.
Expense: $$
Your Style: Artisinal (see: Worthington, S.)
Your Hairstyle: Simple, for fear of ridicule.
Maintenance: Wash daily, with a dual-purpose soap, like Woody’s Meat & Potatoes Bar ($16), that’ll also work on your body. If your hair looks puffy, try a gel like L’Oréal Professionnel Homme Strong Hold ($16).
Cut: Every two weeks at, say, Supercuts. And remember: The less dented your head, the shorter you can go.
Expense: $