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Re:Hard-won lessons about money and investing by ryandrake on Sunday November 30, 2014 @09:20AM (#8676859)
> On another note - it would be pretty cool if someone did the equivalent of an index fund but for employee options. Get together with 5-6 of your friends at different startups and exchange options with each other to hedge the risk.

This is a pretty cool idea, but you'll have to find a lot of friends for it to work. Chances are, your 5-6 friends' options will also end up worthless. Then again, if we're talking about a pool of maybe 1,000 start-ups, then you need to believe that a diverse bundle of start-ups will outperform the S&P500 on average, otherwise it's pointless.

Re:Hard-won lessons about money and investing by nikcub on Sunday November 30, 2014 @09:48PM (#8679254)
or create a web-based matchmaking market. I think the reason why it may not have happen already is because of regulations shrug - i'll ask the next time i'm speaking to a lawyer