To be honest, I was initially shopping for a replacement of an old/worn out pair of Chukkas. I wasn't looking for a waterproof boot. But after receiving the Hollis I found it filled a need that I didn't know I had. That being, a quality stylish boot that I could wear in not the best fall/winter conditions, to the office or out for dinner but not have to worry about too much moisture or not enough style. And of top of that, its one of the most comfortable boots I've ever purchased.