I have been on both sides of the story, and I can tell you what the "problem" is.

When you are poor, the life's challenges might be difficult, but easy to define. I need money to pay the bank at the end of the month, and once I earned them I consider myself to be a successful person. Plain clear!

On the other side, when you have multiple possibilities, is very difficult to define success. Is not that you are lazy (ok, might be also lazy guys, but it's never about them), but decisions are difficult and have implications on multiple levels. Whatever you are doing, you might be successful on several levels, but you will definitely miss one or two (you are successful in your business, but you might neglect your family, or you might do a great business decision, but you had to fire one guy, and you are an cruel asshol for not caring about his poor life). And people always expect success from you: you are the millionaire they always dreamed to be, so you have no excuse not to be successful.

And this is the source of all unhappiness...