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Originally Posted by lewdog
That's terrible reasoning.
He has other investments and this is his "play" money. You won't always be a winner and I am sure he's learning from his mistakes. If you don't want the risk, don't do it, that's my choice. But I understand options stock trading (thanks Scho!) and why some do it.
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If he took his "play" money and put it in a broad market index fund he'd have $41,000 more today than he does. Losing money on stocks over the past 8 years is beyond embarrassing.
If you want to gamble, go to Las Vegas, throw your money away, but don't act like you're doing something half-intelligent or that you have advice others could learn from.