. . . but would be remiss in not bringing up the downside of parting with either the Rolex or Omega if they still provide satisfaction while on your wrist.
It's one matter to part with a watch that is no longer in your comfort zone, and quite another to treat it as a commodity. Letting go of a valued watch rarely works out in the long term, especially if it's difficult to replace. The two you've identified aren't exactly rarities, but still, the replacement cost usually ends up being more than the benefit gained parting with them on the secondary market.
Cordially,
Art