I am kind of with Cy on this, although you can feel empathy on some level for anyone dealing with disappointment and being kicked out of their comfort zone. But when the difference is disappointment that you have to move out of your comfort zone and sell your $30 million mansion and then, dammit all to hell, go hunting for another $30 million mansion in a whole other city vs. the disappointment say for taking a risk on a job that requires a move to another city and might not pan out the way you hope leaving you and your family scrambling, well then I have 0 sympathy for the million-dollar house-hunter.
Worst case for DD? He has to move to his preferred city one day with his $150 million and find a new house. Worse case for Joe Schmo? Becomes homeless, maybe has to live with relatives to try to get back on his feet, hoping to hell he will have enough to retire on one day.
Not very comparable, is it?
[edit: to address the issue of money=happiness, well of course it doesn't, plenty of rich people commit suicide. However, in these given circtumstances (say a job change, like DD and my example above), money has a decided impact one way or the other. No money does not equal happiness, but it sure does ease the pain of some of life's most basic challenges.)