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If I could have taken a job at Facebook five years ago, I would have. I'd still have made out like a bandit despite their recent troubles.

No you would have not, lockup for employee is in November. Might be below $5 a share by then.

There was a private market before the IPO.

He would not have sold it, nor would he have joined facebook 5 years ago.

Prices are meaningless without knowing what the option grant price was. Or if someone got 10,000 shares, $5 is still just fine.

$50K over 5 years, not so much. 100,000 shares, maybe.