I had an older pair of Kailash GTX's that I've had for roughly 8 or 9 years, and they held up exceptionally well, while being comfortable, durable and waterproof. I only had to replace them because the soles had completely worn through, and a small area of the leather on the side where it meets with the sole had ripped open and was no longer waterproof, which is important to me. The hole was only 1/4" long, and probably could have been avoided by having the soles replaced. I put those boots through torture. Lots of hiking on jagged rocks, rappelling and stomping in caves, working, carrying heavy appliances on concrete for nearly 2 years, and a lot of wear from several years more of physical work. They were used harder than probably intended, and they took it for much longer than I would have expected.The new ones so far are much of the same. I've been wearing them for about 2 months, and so far, so good. They look great and feel great. I have zero complaints so far. If these hold up for the same 8-10 years like the old pair did, it'll be WELL worth the price. Aside from these, the only other boots that I've owned that have held up for more than 5 years of hard wear, are Frye boots at about 50% more cost.