Currently, Zwift only tracks times for certain routes (Hilly Loop), sprints and KOMs. Zwift should track your time for all pre-defined routes. This would include routes like The Pretzel, The Four Horsemen, etc. There should be leader boards and personal records associated with these as well. Those at the top of the leader board should get a jersey or some other in game bling that signifies their accomplishment.
A jersey earned for longer routes should be worn for longer, even if they get dropped from the leader board. For example, if there were a jersey for The Four Horseman ti would make sense to have the privilege of wearing it for say a week. Otherwise, a winner of the jersey would likely complete the route, get the jersey, but then be done riding because of how long it takes to ride The Four Horsemen. The winner should get to bask in the glory a bit longer.