well said. I agree that a much shorter person is likely better suited with a plainer shoe. (Pun always intended.)I think this is heavily dependent on how fit/tall you are actually (as well as what size shoe you wear).
You can likely pick up a pair of vintage Florsheim Imperial Longwings, have them shipped to a reputable cobbler, and have them refurbished & resoled with JR, Vibram, or Danite, all within your budget.
That said, I’m 6’4 or roughly 192cm, so for me a lot of brogues and details in my accessories doesn’t detract from an otherwise simple outfit. Further, Longwings can much more easily be dressed up or down than a purely formal shoe like a whole cut or cap toe Oxford.
How about a hybrid like an Adelaide or wholecut with a medallion?here in NYC you see everything. I've seen gents with jeans and oxford pulled off quite well. A lot of you have suggested brogues. Unfortunately I'm not a fan of the complexities and busyness the brogues bring when worn. I'm a fan of simple uncluttered design. Suede derbies might be appropriate. I also like the idea of leather chukka. I'm still trying to grasp the wholecut silhouette with jeans but I think it can be done. I'm still not conivned oxford and jeans can't be done, but I think it really depends on the jeans. This is a look that's not unpopular here by some.
I can almost view wholecut like lowtop chukka boots.