Hellraiser

One of the best horror movies of all time in my opinion. This is the tale of a man who was chronically unsatisfied with earthly experiences, and this led him inevitably to push the limits too far and open a puzzle box to another dimension of S&M style torture, and his journey to find a loophole that will get him out (sounds like a good analogy for a gambling junkie playing the stock market to me).

As far as investments, it made me think of the question of when is it enough? Is 10% return enough? Do I stop when I reach a million?

I am not a big fan of planning, but at some point you have to realize that you have a list of goals, and generally there is not going to be enough money to satisfy all of them, so you need to compromise, sacrifice, or take excessive risk in order to have a chance at meeting them. Absent of this compromise to practicality, you will inevitably set yourself on a course for trouble.

Aside from having "enough", the key to happiness is lowered expectations.