First and foremost: don’t.
In all fairness, that’s really a broad generalization; one must weigh all of the pros and cons before embarking on this particular journey of self-exploration (its a hair-cut – get your mind out of the gutter). I’ve never cared for hair cuts, probably because a) they never turn out the way I want them to (poor communication skills on my part and/or poor skill of the barber/stylist/whatever they call themselves) and b) I have such damned gorgeous hair (I’m not boasting: this is a quantifiable fact, I’ve measured it and done studies). Getting one’s hair cut professionally is a lot like Russian roulette (unless you get cut on regularly enough to have a preferred barber): you could be very satisfied after spending a bunch of money, or you might have to wear a hat for several weeks after spending a bunch of money. Conversely, its an in and out process with little clean-up and fuss. On the other hand, cutting it yourself will offer you… actually, I can think of no benefits to exponentially increasing the risk of a hair faux pas. Quite frankly, its kind of a pain in the ass, but when you absolutely, positively need to get a hair cut right the frak now, its the only way to. And when it turns out all right in the end, you’re left with an amazing sense of accomplishment that you will never ever get elsewhere: a hair cut you can really be proud of.
In conclusion: this really wasn’t a ‘how to’ article (the title just sounded catchy and cool), and I kind of trailed off midway, making it incredibly anticlimactic, but perhaps ‘Saturday, part II‘ will explain my lack of follow-through.