I've lost money on stock options and I've heard stories from many other people who have too.http://recode.net/2016/01/19/gilt-groupe-is-a-cautionary-tale-for-startup-employees-banking-on-stock-options/ …
@sarahmei It's less bad when working for a public company, where when excercisable you can immediately sell (assuming its up from strike)
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small companies & suffocate at big ones. Just know that financially, equity is risk - NOT an asset.