My sister is VERY wealthy. She and her husband made a pact that he would help out his family however he wanted and that she would do the same for hers. Unfortunately for us her desire to help out is more limited than his. I'm not asking for myself and my daughter nicely refused money to help out with her student loan--an offer made begrudgingly and at my mother's request. My sister feels it's her money to spend however she wants, which is lavishly on herself. And of course it is. If I had more money I would be genuinely happy to be in a position where I could help my brothers.

I know someone whose brother won Powerball and still refused to help out his sister who was being foreclosed, because he didn't think she had spent her money wisely. That just seems wrong to me. He didn't do anything to earn the lottery. And if he had generosity is a blessing while self-righteousness and selfishness can be cruel.