Depends what you use the boots for. For casual shoes I wear Vans and Converse but usually sandals. Replace them all the time. For dress, I mostly wear c. $3-500 Oxford or Derby style Boss, Cole Haan, Armani and have one pair of D&G. In my experience it is true for shoes that the more expensive ones are far more BIFL. (I have only had 2 pairs of shoes that turned out to be duds and they were both Armani but have no idea where they were made. Thankfully my shoe guy was nice about returning them.) I only have 2 pairs of "real" winter boots. (I do not wear boots with suits.) I have had both pairs for between 5 and 10 years with no issue. And they were both relatively cheap. For daily wear in messy, snowy weather I wear the 8-eye Doc Marten 1460 Greasy Booty. I cover up the stitching with black marker. :) Super durable. Easy to clean. Goodyear welt. Easy to replace the soles even though I have never had to. Good for slush and wet but I doubt they are good in really cold weather so.... For days when I am snowmobiling or the like I wear Columbia. Not that exact model but something close. If I had one complaint about those it would be that they are too hot. I usually just wear a pair of dress socks with them. And both are very reasonably priced IMO. p.s. That looks like a good reddit. Never heard of it before.