I'd rather not know what time it is than wear a Rolex. I would be self-conscious about people thinking I was that vain and materialistic, assuming it's fake, and that I was a poseur. Get a money belt if your point isn't just to show off and you're not asking to get rolled.
Unless you go for the yellow gold or two-tone (gold/steel) models, 95% of the people won't no that you're wearing a Rolex. Regular Submariner or Datejust is pretty nondescript and doesn't scream Rolex at all. Only other watch nerds will notice.