It would be nice if HN did a better job of treating statements like this as testimony regarding the problem space and not an invitation for personal critique. The odds are extremely poor that some random internet stranger can fix a mess like this by making one good suggestion in a public comment.
If you are genuinely willing to give someone like this scads of money or do a fundraiser (or otherwise actually try to help them in earnest), cool. But my experience suggests you probably aren't and multiple public personal questions easily comes across as invasive and blamey, especially for someone living with a lot of duress already.