I agree with the choice of Keens. I have a nightmare of a time finding shoes that don't kill my feet, and it's even worse with boots. I bought a pair of Keens for work, and they are the most comfortable boots I've ever worn. They required zero break-in and the factory insoles are excellent. The toe caps are asymmetrical aluminum, and you don't even know they're there, even with wide Squatch feet like mine. They remain comfortable even at the end of a 12 hour shift. I've only had them for a couple of months, but they're wearing great so far. I also use Keen shoes for running, and they've held-up well for years.