The ever knowledgeable Hodinkee has a great guide that will be especially useful to watch aficionados who are just getting started with their watch collections.
We’ve all been there. Some of us are still there. You’re new to watches, you’re excited to learn as much as you can and to buy a few nice things, but you don’t really know where to start. Or maybe you know where to start, but you’re not sure where to go from there. Or, even worse, you think you know what you’re doing, but you’re woefully mistaken.
https://www.bloomberg.com/news/articles/2019-02-22/how-to-start-watch-collecting-best-brands-mistakes-to-avoid