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Also interestingly, how much money you need to have to be able to invest 10K into a single risky investment. Realistically you would either have to be irresponsible or be quite comfortable already.

500K today is a very nice sum, but it is only life changing if you are in the category that would not have had the 10K to invest in the first place.

Didn't Steve jobs sell 1.5 million shares in 1997? It caused a 12 year low in the company's stock price..

http://www.sfgate.com/business/article/Steve-Jobs-Confirms-A...

Jobs made several poor decisions around Apple's stock, including after he came back. A few choices cost him billions of dollars (which would now be tens of billions for his wife). Fortunately for him, money wasn't something that he obsessed over.

You're talking about a guy who got in trouble for having his subordinates make up a fictitious board meeting to get a better strike price for his options.

http://www.forbes.com/sites/timworstall/2011/10/06/steve-job...

Oddly, if you had bought $10,000 of Blackberry stock when the article came out and dumped it a year after the iPhone, you would have done quite well.