Most comfortable work boots?

Me. I would never buy a pair of boots without trying them on. Even if I had to goto a store try them on then buy them cheaper on the net. Too many variations in brands and styles fit wise to take a chance of being stuck with something not comfortable.

Pretty sure timberland pro and I'm sure some others have a guarantee that if you don't like the fit you can return them.

I agree. I always try on shoes before buying. I have a pair a Wolverines, and a couple of pair of Red Wings. Wolverines you can buy almost anywhere, down here. I purchased mine at a local Ace Hardware. lol

Red Wings are a little harder to find. There are a number of dealers but, they're just not as common as Wolverines, and some others.

I purchased one pair of Red Wings at a Georgia Power plant in Milledgeville, Georgia. I went to the plant to do an inspection of some finished work, and had that they require steel toes anywhere in the plant. Red Wing has a 45 foot trailer dropped at the plant, and it carries a full line of their products. It's set up has a retail outlet.
I went to the trailer and purchased a pair, and got a 20% discount gor having a GA. Power Vender ID.

Incidentally, I have a very wide foot. EEE. and have never had an issue getting a Red Wing to fit.

I use the Wolverines around the house and yard.