Pretty much what I was thinking in regards to collecting, and since I'm at the beginning of my journey. Thank you for the tips! I have a lot to learn before the COVID apocalypse. ?I think the question is, "get into" what slowly? If you're talking about watch collecting, I would say yes. On the other hand if you're talking about buying to wear as any other piece of jewelry, I would say simply buy what you like. Buying second-hand is a great way to go since most watches depreciate dramatically as soon as you sign the receipt and put them on your wrist. (As I mentioned, this is not so much the case with Rolex and Patek, but most all others.) And of course it's important to know who you're buying from if you're spending thousands on a pre-owned Rolex or other high-end watch. Counterfeits are out there.
I get having pieces to use and wear daily but I do like to have nicer things as well.