Would You Rather: The ultimate trade-off

Let's settle a debate for The Keeper Box. You are forced to choose one of these two fates for your collection: Would you rather own one absolute, undisputed 'grail' watch worth $50,000 that you are terrified to wear in public, OR a 10-watch collection of diverse, interesting pieces that total $50,000 but none of them carry any significant brand name prestige? Which path are you choosing and why?