Guys, I am impressed with all the thought that has gone into these posts, and that a bigger picture has been integrated into so many peoples' play. This is an aspect of pool that rarely rears its head in the bars and halls. Usually when I bring up these types of subjects to players, their eyes glaze over.
The good gambler in pool thinks with his mind, not his feelings. He is willing to do the hard preparation to be able to win, whereas his opponents fail in this regard, due to laziness or mystical thinking. The good gambler uses his mind, and skill, to do what the loser won't do: practice playing, practice practicing, and practice thinking. The good gambler has done what is necessary to win money. And one thing necessary for a gambler to win is to surround himself with losers. Is this good or bad for happiness?
Gambling prevents all-mouth, blowhard players from being able to fake reality. They are faced with the penalties of laziness and fakeness, as their pockets empty. The good gambler knows this and exploits it as much as he can. Try to b/s a good gambler and soon you'll wonder where your money went.
What does the "good" gambler get? What is the NET result of gambling on pool? Is nothing produced when time and money get exchanged in a pool game? Is it a negative return on investment?
What is produced by it? Does the winner bring out the best in his opponents? No, a money winner finds the worst in others, so he can win the most. That's what he does, after all, is win the most, right? Does the winner produce anything of value at all? I don't see it, if he does. Maybe his game improves, but why does that matter, except for more money exchanged, but still nothing of value is produced.
So, what does gambling eventually do to one's self-esteem? I say it diminishes it, as the reality is very little or no values are produced. This knowledge of being a non-producer wears on a person after time. Like the loser justifiying his losses by lying to himself about his abilities, the winner justifies his lost time by looking at the money won. But what of the value of the time spent? Couldn't it be better spent on producing something that others want and will pay for? A life wasted on nothing is sad indeed.
No amount of money obtained, when nothing of value is created, can bring the same level of happiness that is acheived through productive accomplishments. That saying in The Color of Money about "money won is twice as sweet as money earned," is the biggest crock of crap I've ever heard...and the sad part is, those words hang on and are even put on t-shirts, etc.

Therefore, if living on gambling money, the "winner" becomes life's loser in reality.
The big winner may just be the biggest loser. If he did not play pool for money, the good gambler might just, in the long run, earn much more money, happiness, and love at a reality based, value-generating activity.
Think about it, anyway.
Jeff Livingston