Found this on a friend's board with the caption "Cut your hair, dudes!" My dude would look totally look like this if he cut his hair - photo guy has a very similar face shape and style - down to the stubble-beard, glasses, forehead and high cheekbones.
You want a haircut that's cool, classic, and doesn't need that much maintenance. Which is exactly what this American crew cut is. It's edgy but simple enough to take you from the gym to the office to dinner with the girlfriend.