---
If I were Filthy Rich
By kirklandp
+15 A Hypothetical with Siblings

Of course I’ve seen the many “screw em” type responses to most family related questions on this sub, but I still have a thought…

After winning MM, which is clearly enough right now to give your whole family generational wealth, how would you handle siblings who are very different?

One has a family and has worked very hard to provide for them. It’s a no brainer for me to pay off her house and give her enough to take care of the kids forever. The other younger sibling has often been fired or quit jobs for silly reasons and still lives off our parents at 29. Would you feel any moral responsibility to have the latter sibling under stipulations to receive money?

This becomes almost philosophical more than practical question. My first instinct is to buy her a house, but beyond that she would need to pitch me an idea for a job, company, nonprofit, etc that I would start for her and pay her a (generous) salary based on actual work.

What do you think? Should you love and trust your siblings equally in this situation? Or is giving a blank check setting them up for real problems?