My father collects and repairs watches... here's my two cents:
As a rule, older watches that have been serviced and kept reasonable care of are a good choice in any regard, so long as they had a decent movement.
Omega: If you want one (That isn't going underwater) buy one that is at least from the 70s with a mechanical movement. It'll last you for years and they hold their value. Still, a new one is very nice, as are the less expensive Tissot brand, part of Omega.
Oris: makes nice watches, I had one from the 70s made by them, very clean.
Rolex: Finnicky. I wouldn't buy a new one, mainly because it is hard to tell exactly
who made them....This is because they can either be fake, or because many of the lower-line Rolexs/Tudors seem to have movements made, unfinished ("in Ebache"), by ETA in switzerland. Rolex fits and finishes the parts and engraves their name on it. ETA makes good movements, but they cost far, far less than what you are paying to have "Rolex" engraved on it.
That said, I do like older pre-80s Rolexes, and especially pre-60s.
Bulova - Although they are a less expensive watch, if you are looking for something quartz at a reasonable price you could do far worse.
Seiko - If I were to buy a Seiko... I'd go for a Dive watch (Excellent Fit+Finish) or one of their current mechanical models, often called a "Seiko 5"
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Okay, so maybe is was closer to $1 than $0.02 🙂