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Consider Steve Kirsch, who sold Infoseek at the top of the market. Kirsch put $70 million of the proceeds into a charitable fund at the community foundation of silicon valley, but kept the money heavily invested in tech stocks. The endowment is now worth $15M. 'It seemed like a good idea at the time' says Kirsch ruefully. 'I was a genius until the crash.'

— Timing/donations  

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