We had a bad experience with Chicago's car jacking practices. My husband's mother had passed away and we were at her apartment just afterward trying to make all the arrangements. Our car was parked too long (over an hour) in a wrong location that gave the city the right to have it towed (not booted). And we had to find the car and pay over $300 to the privately owned car lot to get our car released. Just the kind of stress you need at a time like that, and the $300 out of pocket indeed hurt!
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Yeah, it's a fucking racket the city "laws" to coerce money of out people.