i am a contractor and i go through work boots/shoes every 3-6 months.  comfort is #1 for us and this shoes delivers.  timberland pro line is the best you can get for the $.  this is my third pair i purchased in past three years. i really hope they don't stop making these. I might have to buy few to have in stock. i normally get wide size so if i ware thick socks or two i can fit into them.  To make any work boots or shoes last longer i normally put on "KG'S boot guard" at the toe area.  the first place any work boots gets ware away is at the toe in my experience.  especially if you do floor or roof work.  Once this is put on you are good to go until the shoe sole wares out. after that you have to get a new shoes.  you can also get the KG'S boot guard at amazon.