My advice is: 95% of expensive watches depreciate quickly after buying new. Look at Tudor. No one really wants a new Tudor with many better watches for the price. They sell new because it is thought of as almost a Rolex for status. So Tudors get sold off quickly into the secondary market at much lower prices after acquiring a real Rolex or just the realization it is a decent but not special watch. Omegas as well. Check out previously-owned watches for great deals on a watch that would be ridiculously expensive to buy new…and just not worth that price. Then you can enjoy a fine watch at a much better price point.
If you dig fashion, go for it. If you dig watches or horology, lots of options.