Because there's no worse feeling than ruining your shoes in bad weather.
Man, the colder months are a real clusterfuck of emotions for me. On the one hand, there's nothing I like more than spending my mornings piling on layer after layer of literal heat in a sad attempt to hide my lack of personality with increasingly outlandish outfits. On the other, even the slightest amount of wintery precipitation (let alone anything approaching a full-blown snowstorm) is enough to make me pine for summer again like the feckless reprobate I'll always be. It's a fine line, really.
I went to school in upstate New York and it was brutally cold a solid three-fourths of the year. Shit suuucked, dude. I can't even begin to tell you how miserable it is trudging through a few block's worth of slushy, snow-lined streets on a routine basis. It's straight demoralizing. Worse yet, it's absolute hell on your shoes. By the end of senior year, I would've rather whipped a Zamboni to class than ruin another pair of precious sneakers. All that's to say, I'm no novice when it comes to picking out a winter-ready boot alternative, so take it from me: If you can get away with wearing winterized sneakers this season, wear 'em, and wear 'em often.
You can't live in boots, man. (Don't get me wrong, you definitely still need a pair.) But if the comfort of your footwear is going to be the deciding factor when it comes to figuring out whether you'll be leaving the house this winter, a sneaker—or, hell a sneaker-boot hybrid—might be more your speed. So invest in one. Because there's no worse feeling than cheffing up the perfect fit only to realize you can't rock the sneakers you had in mind when there's two and half inches worth of miserable-looking sleet water on the ground.
And hit me up if anyone's trying to go 50/50 on that Zamboni. I'm still super down.