One story that comes to mind is the license plate HPPYPPS, a plumber whose company Happy Pipes provided service around SF. He was subject to numerous citations on the order of $1k a month. When his van was towed, he likely did not have the funds to retrieve it, and it was subsequently auctioned. He now does business under the same name, but in Utah. It is interesting to think of how much tax revenue the city actually lost by fining a small business out of existence, which was likely much greater than the total punitive fines levied against him.
In the process of looking up companies that owned vehicles, S1 filings, and high-end cars that seem to accrue tens of thousands of dollars of fines every year, I grew exhausted and demoralized by the project and it has sat on my back burner for a year now. If anyone is interested in taking this up while respecting the privacy of those involved, let me know how to contact you and I'll share my data.
1. https://www.sfmta.com/sites/default/files/reports-and-docume...