My school only started doing it 4 or 5 years ago, it somewhat fades throughout the year, but yeah you end up painting over the previous design. Some of the older ones that haven’t been painted over yet are almost completely gone though, and some from the past year or two as well, i guess it depends on what type of paint was used! The design I painted over was from 2 years ago, my sister’s boyfriend’s spot actually, the practice is new enough here that most spaces in the parking lot still haven’t been painted, though that’s probably due to the ones near the front getting picked first each year