This is exactly the sort of pointless hypothetical exercise that I waste time I do not have to waste on!
So, I did have a friend who lived off family money, and when that was about to run out, hitched up with a guy who kept her. She did not have a luxury lifestyle but lived a materially nice life. Think middle class, like a nurse's or teacher's salary would afford.
But she had absolutely zero resilience. Several times she tried to do vocational courses, or volunteering or whatever, but something would always happen to piss her off and she would just leave. Because she could. She never had to stick anything out. She had no idea, socially, how to handle people saying things that annoyed her, or to get on with people who did not please her, because she never had to. And that lack of resilience did cause her real problems.
It made me realise that work does require you to build resilience to persevere when things aren't being done as you like, when things aren't going well and to find ways to get on with people don't really like.
So I think I would want my kids to have to work for a while. To build that. And they might find a vocation or satisfaction they love. But, if I had the choice, I would keep back a lump sum they could use to live on to retire early, like from the age of 40 or something, and do something else with their life.