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Back in my Microsoft days, I knew many co-workers who, within about three years of graduating and starting at Microsoft, were in a position to retire. Several of them professed to me that they believed that it was their hard work and skill that got them wealthy so young and not the situation they were lucky enough to find themselves in. Some said they thought that they could go out and do it again. A precious few did (one of them co-founded Valve so, he did) but I don't recall any of the others striking it rich twice.

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