IMO, dying with a lot of money is no sadder than devoting your life to packman. It's hard to think of being a CEO as a Hobby, but internally the rewards are similar to a guild leader.
People tend to attach a lot more meaning to cash than it really deserves. It's not a virtue, just a token of exchange and nothing more.
It seems to me that we do not disagree. From my point of view the CEO/guild leader discovered that he/she enjoys working and that they do not enjoy anything that is very expensive. That is great!
All I am saying is that making a lot of money should go hand in hand with asking 'What will I use this money for?'.
To your point, if you ask the question and decide that you get a lot of personal fulfillment from activity that makes money, you might not be able to spend it as fast as it comes in.