I actually admire it. I worked for a family that was on its fifth generation of company ownership. The kid used to get hung up on it like I might look down on him for not being self made.
I had to clear the air a little and told him to run with it. He had a lot to learn about business ownership and management, and that he wasn’t going to learn it until he fully accepted the responsibilities that it entails.
I could die happy knowing that I did well in life and provided every possible advantage to my son. That would make it all truly worth it.