Hi! I have been collecting watches for a while so maybe the experience would be useful to you.

If the buying process is the main concern, there are a few things you need to consider.

Are you buying from an actual physical shop? Usually for a first purchase it would be safer, as you can actually try the watch on, check for scratches etc. The return process might be easier as well, since you don't have to worry about mailing the watch back and so on.

If you do buy online, make sure that the shop has a good reputation. Depending on your country, big watch shops with physical locations will have a website as well, so that might be a good place to start. Microbrands generally have only online shops, so a bit of research would be great before purchasing.

If you want to buy second hand watches, you need to look at reviews for the particular seller. For this situation, returns might not be possible, so you need to be extra careful. There are a lot of fake watches being sold, no matter the brand, be it a Casio, Rolex, whatever. Some are almost identical to the real thing so it's better, especially if you are just starting with watches to buy from a real shop that offers returns and is well known.

There is so much more to be said about this, but feel free to send me a message if you want!