I managed to do this at my university. I had vanity plates with a design made by my local Australia shire, which had the shire emblem between two parts of the plate. The plate was something like "123ABC" but I'm guessing emblem read as an O, so their scanners saw "123OABC", which was not a plate registered with the uni.

Each day there was a 10-20% chance I would get a ticket on my windshield. I would collect them and take them to the uni security office once a fortnite to have them cancelled in bulk. I actually got pretty friendly with some of the staff there.

At least 4 of them were legitimate tickets because I parked overtime, over a line, etc, but the staff cancelled them anyway (:

It is nowhere near that easy.

http://100parkingtickets.com/

Like Make, Model, Color, and VIN? The last time I got a parking ticket it certainly included those details in the citation. I can imagine being able to contest and win any citations issued to the same plate but with otherwise non-matching supporting information. But in the case where someone else has the same make, model, and color car, you might be out of luck if the VIN gets recorded as "CANNOT READ" or is left blank.

I wonder if the system is also vulnerable to SQL injection via vanity plates.