Nobody takes it literally like that though, because at least in a better job market way too many people have that money.
If you want to tie it to a single scenario I'd say it's taken on a meaning more like 'I'll do what I want to you/your business/parking because I don't care about paying to sort it out if I'm sued'. Parking where I 'can't' & paying the 100x fine seems better to me than finding where I 'can' and paying the 1x ticket sort of thing. Not to say everyone's morals would have them act like that, but illustratively.
