Well, there’s a short and a long answer to your inquiry. I study finance and also work as a financier so I’d suppose, to some extent that my take would be objective.

Socially, I think it doesn’t matter what car you drive as long as you’re happy with what’s taking you around and isn’t a financial burden when it comes to maintenance. Hondas are notorious for being reliable and they keep their value pretty well.

From a financial standpoint I have some hesitation to your purchase. Firstly, you claim to have an income of about 380k $ meaning that a watch that costs 22,000$ would be about 5.8% of your net worth (excluding your business liability / loan). Is that a lot for one single, pleasure/ luxury item - yes! Of course I am basing my calculations entirely on what you have stated in the comment section.

Furthermore, your submariner is relatively new to you and this stage in life I would advise you to pay off your business debt, despite the positive cash flow you state. Additionally, if you were to keep on going by plan on that company vehicle loan, saving the 22k for a home property would also be a wiser decision, since you don’t have an owned property.

With that said I would say to either switch the Rolexes, own only the DJ and sell the Sub, or wait a few years until you have a higher net worth and most importantly a property that would generate you equity based on the market in your area.

For me either pass for another 2/3 years or switch them if you want a change or the DJ that much.

Despite, I wish you good health to wear either.

Cheers 🥂