Years ago I worked for a guy who had been the CEO of some small health care related company (not “insurance”) sold it, and retired early.

Then his wife got cancer, and her care ate up all their savings, and she died anyway. He had to go back to work in sales, which is where I met him. He had lost all of his money, but he still had some nice suits, and some nice jewelry, and a good watch, so he always looked like a million bucks, and he had that CEO confidence, so he sold very well.

But he should have been retired and enjoying his grandkids, except our health care system destroyed what was left of his life.