Redundancy is in the eye of the beholder.
Many people would feel like Jeff's wife. At a macro level they all look the same.
But to a watch nut like us, the minutia make them all slightly different and unique...
It's a sickness, really
I used to travel weekly in my last career and I always carried a Minimum of 4 watches in my carryon (usually my briefcase) and never once did I ever get stopped by TSA or questioned.
I think it depends on if the TSA XRAY person sees something shiny they can't identify they ask for the bag check...