Over a summer I lived in "intern housing" at a university in the DC area. They wanted $150 for parking for 2mo, yeah, nope. A little bit of research told me that the parking services were a separate entity from the school and that the school would put a hold on my student account and transcripts if there were unpaid charges. I also found that they supposedly boot you after 3 tickets. Tickets are $100 minimum and go u…
That's risky because they may be able to look up your car by VIN. You'd probably need to randomize it by parking in different locations every day, hoping that you get different meter maids who wouldn't recognize your car. Your car would also have to be so generic in appearance (not just model/color but also condition) that it didn't stand out.
I figured out that parking way out back significantly reduced my chance of being ticketed. More than once I saw the parking services truck drive up and down the rows making sure everyone had something in each windshield, not actually scanning them. This was during the summer so there was always parking available and 90% of the enforcement I saw was during the first two weeks when everyone moved in.
The permits were a paper with a bar-code displayed in the center of your dash (students got ones that hang from mirrors). I thought of just putting a piece of paper there but I figured any attempt fake would piss them off. The policy was worded such that it made it sound like you only got booted after three UNPAID violations so I think what was happening was that when they put each new plate (all three I used were from the same state) into the system it didn't tell them to boot it because no plate had more than three citations on it. I got six tickets over the course of the summer. Two, two and one on junkyard plates and one on my real plate.
Parking in the same place with a ticket under your wiper would probably work for awhile too.
When I looked on their online parking pass system I don't recall a way to input a VIN so I assume they didn't record it, just a photo that includes the plate and a description.
Like I said, I wouldn't do this somewhere that the municipality does the parking enforcement.