[NutmegCarrera]

It’s all about you, your opinion and your personal values.
I wore a Tudor Submariner for about 15 years - every day.
That watch is very special to me as it was a “significant” gift from my folks for graduation.
That one needs a service and I have been reluctant to spend the $$$. Might do it pretty soon, though.
For our 10th anniversary, my wife bought me an Explorer. (I had gifted her a mid-size datejust the year before).
That explorer is an awesome watch. Goes with everything, and with the separate 12-hour hand (Love let the GMT), it’s very functional for travel.
I’m a lousy golfer - and messed it up with a botched shot this year. Big tip, guys - this is not a watch to wear golfing if you’re like me.
That explorer has more than doubled in value since 2004. Still looks new - I’m pretty careful with it.
Will be going to the factory for a service soon. Only use either authorized dealers, or send them in to Rolex. As I understand it, the price is different based on complexity for a service. Factory service is now guaranteed for 2 years.
In the meantime, I bought a NOS Air King, which is a 36mm dial. Nice, classic, simple watch. I don’t have huge wrists, and this one is a pretty good choice for me. The “New” Air King is bigger - I think 38mm. Also a nice looking watch.

Never regretted the spend on any of these, and we are not rich by any means.
I just really appreciate a nice watch - regardless of what others think.

One will probably go to my son someday.