For what it's worth.
I've got Timberland 'Sport' boots that I've had for five years now. They are my warm weather hunting boots, and my winter work boots where I'm on my feet all day in the garage and out in rain and snow. They've had weld spatter, paint thinner, toe scuffs from working kneeling, and any other auto related crap on them and they've held up great. Garrenteed waterproof for life and not one leak yet when standing in puddles. They have held up very well and look almost new dispite what I've put them through.
However, the down side for you is that these sport boots are not steel toe. And, because I have flat feet, these have very little arch in them. Some of the other Timberlands boots and work shoes also don't have much arch. But, these are the most comfortable boots I've ever owned.
To save them for hunting, I recently went looking for new work shoes. I couldn't find a Timberland work shoe that had a tread that wouldn't pick up gravel from the diveway so I got Chippewa work shoes.
The Chippewas also have very little arch, are steel toe, and they feel like cinderblocks compared to my Timberlands.
PS, These Timberlands have lasted longer than all my issued, and last-pair PX bought jungle boots, but those were 70's era boots.
Paul