My husband is a Carpenter. Being in the trades, you need good work boots. In the past, we have tried picking up cheaper work boots, and we have always regretted it. They are usually uncomfortable for one. Even if they are comfortable, they usually only last weeks. Yes I said weeks, even if you are only spending $40 that sure adds up fast when you are replacing every single month.
We have found that it is worth the $100 - $150 investment to get a good pair of high quality work boots that will year(s) vs weeks/months.
One site that my husband likes ordering from is Work Boots USA. They are proud to supply working class America with the highest quality work boots from CAT, Wolverine, Bates, Rocky, Converse and many other work boot brands. They choose each boot that they sell for reliability and durability. They also offer some of the best prices around.
He really likes the Wolverine brand, waterproof boots. The pair he has retailed for $141, they cost $114.21 at Work Boots USA!