I've heard that one of the reasons Councilor Ross had so many parking tickets is because he registered his car in Newton so he was ineligible for a resident parking sticker.
Why would someone do this? Because the insurance rates (and maybe the excise taxes) are much lower in Newton than they are in Boston. It would be expected that a graduate of business school would take advantage of the economic opportunity and indicate that his vehicle was garaged in Newton.
Especially when you can get parking tickets fixed.
Disclaimer: I have not fact checked this, only heard it from a source, who heard it.....