> Whether it is legal or not, isn’t the question.
I think it's perfectly normal to discuss whether things are legal or not. IANAL but what that person did seems illegal to me.
> Very few people have the balls to even try anything to help, even just giving money.
Would you not agree anyone who pays taxes is technically speaking helping?
> Why the government isn’t working with him rather than against him is the real question.
Many organisations follow very top-down approach and it might be extremely difficult for staff "on the ground" to make big decisions.