Are kids still “expected” to be as or more successful than their parents?

I do not expect my daughters to be more financially successful than me or their dad, but if they are, that will be great. I think my parents and my ex-husband’s parents probably reached the peak of financial success for their respective families: they raised families of six (husband, wife, four children) on one income, and those jobs came with lifelong pension and health-care benefits for both spouses.

I don’t consider my ex’s family to be particularly successful in other ways, e.g., measured by their relationships. My family, in contrast, is close and supportive. I think my daughters and my siblings’ children are relatively close and supportive, too.