Which means both of you would get a ticket/citation/fine/etc instead of just one of you.

Brake checking was a popular thing to do in my state before dashcams were so popular and affordable (assumes the person behind is at fault, but brake checking is also illegal). Someone with money is clearly able to afford dashcams, hence, don't brake check rich people thinking "they have more to lose than I do" because you just think it's only your car that's at stake.