r/goodyearwelt (and r/goodyearweltexchange) would probably be your friend here. Leather boots (or shoes- I'm more of a boot person) will last forever if you take care of them.

Stitchdown or Goodyear Welt construction are higher quality and can be more easily resoled. Historically Docs were great shoes, especially if they are goodyear welted, but I think they outsourced production and the quality has gone down. You might ask r/AskACobbler if there is any way to prolong the life of your current pair. Those forums (plus r/boots) can help you figure out what companies have good quality, and what shoes have your desired attribute (flexible/spacious toe box, etc).

I have two pairs of leather boots that have vibram soles, and they pretty much get me through everything. One pair is brown, pull-on, harness boots by Vintage boot company, which was pretty random- I don't remember how I found them. I myself was trying to escape from Vimes' boots theory at the time. I've had them for about 8 years, and probably gotten them resoled three times. They look a bit beat up now but for years I hardly wore any other shoe. I still love them and wear them all the time. They probably would be in slightly better shape now if I had taken care of them better, but they were the first pair of high-quality leather footwear I had, and I didn't really know how to take care of them.

I just bought the second pair- black Chippewa engineer boots- off Ebay that I expect will be a similar caliber. New in the box, under $150. I'm still breaking them in but I feel really good about them.

Incidentally, both pairs of boots were advertised as motorcycle boots. I don't ride motorcycles but I think any boot that can stand up to that kind of abuse will last me a good long while.

I also have a pair of Blundstones that I really like- sturdy and comfortable. I haven't tried to get them repaired yet, so I don't know how they would hold up.

I think if you can figure out what you want, you can lurk around Ebay (or Poshmark or Thredup) and if you are patient, you can probably snag a pair of new or little-used shoes for less than market value.

If you can swing it, having two pairs of every-day shoes or exercise shoes is way better. Not only is it better for your feet, the shoes also last longer when they are allowed to dry out. That said, I think one pair of solid daily drivers would take you pretty far.