Boots.
The reason that the rich were so rich, Vimes reasoned, was because they managed to spend less money. Take boots, for example. ... A man who could afford fifty dollars had a pair of boots that'd still be keeping his feet dry in ten years' time, while a poor man who could only afford cheap boots would have spent a hundred dollars on boots in the same time and would still have wet feet.
A cute little passage from Terry Pratchett, but it holds very true if you ever need boots.
Paying for quality boot work, especially the kind that can be re-soled, is worth it for anyone who has to wear boots with any regularity.
When I first got a job that needed boots I was using an old secondhand pair. It was hell. Eventually I saved up for a quality pair and was totally worth it. I've not underspent on boots since.
As for suggestions as to what brand to go with these days for that... I'm less sure on that because I'm researching new brands myself since Red Wings are a joke compared to what they used to be. Danner still seems pretty all right these days.