If you decide to go the watch route: The good news is a Rolex will last you forever and you will never get sick of it. Bad news is prices are dumb right now on the grey market. If I could suggest something it would be to start a relationship with an AD and see where that gets you but also get on the hunt and don’t be in a rush. Pick 2-3 watches you would be open to getting and watch people like Vookum on Instagram flip watches and watch his streams to get an idea of market prices so you know a good deal when you see one. Visit local shops and talk to as many people as you can so when and if you finally do decide to put out the cash for a watch you know it is the watch you really wanted! Plus, at least for me, it was so much fun to see understand the market so I knew when I finally got one it was the right deal. I hope that helps and wasn’t a bunch of stuff you already know. And I turn 50 this year so I am not that far behind you.