RE: Losing money
My Uncle, a truck driver all his life (after military) keeps only a small percent of his paycheck, investing the rest in (insert investment here) "just to try it out".
Recently, he made an investment just as the market was falling, and nearly the instant he signed the paper, he lost around 1.2 million dollars. 7 days later, he came back to break-even (after fees, taxes, etc.), and 7 days after that, he came up by almost .5 million, at which point, he sold, and bought .5 million in gold and futures. He repeats this process often.
It's nice to know that I have a rich Uncle... and he won't even give me any.
Consequently, when gold fell dramatically awhile back, he scoffed at losing about 600,000 dollars (US). The only reason he still has his money from investments over the years, is that he never really cared if he lost it or not.
As long as he's got enough to support himself, he understands that he's better off than most of the rest of the country. With no direct family, and no house/apartment to maintain, he doesn't spend much on keeping himself supported.
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