He didn't get the old line of "you can park wherever you want, it's just a question of how much it will cost you"?
I guess he doesn't value his mom enough, I have a membership with the city in Brooklyn, costs approximately $3,000 annually and I park anywhere I want. Although double parking is not my speed. Now with the meter app it's a bit cheaper. Manhattan = TOW!
There is some good services out there that tries to fight your tickets, if they loose they pay it with your CC, so you don't get booted.