pongster
776
When i graduated ...
from a top tier law school back in 2001 and joined a prestigious law firm in 2002 (i was about 25 years old but i didnt have an MBA), my watches were Sandoz, Fossil, Swatch and Kenneth Cole.
I got my first Rolex (a two tone datejust) when i was 30 years old after i got married. Gift from the wife. Well, my other watches above (save for the Sandoz from my dad) were also gifts from my ex girlfriend (now wife).
That said, i dont think people notice our watches except those into watches. Definitely most people dont care.
So he can wear whatever he wants.