I've actually worked at a handful of startups founded by middle aged men with families. I would kill to have coffee with one of their wives or older kids though because there's no fucking way those guys contribute meaningfully to the family life. I know how much they work because I was right there.

Also in every case they were already wealthy, either from early career success or just the traditional path of inheriting it. That takes a lot of the risk out and lets you outsource the domestic labor, reducing some of the burden you're asking your family to carry.

Anyway I've seen that up close and it's not necessarily inspiring.