I have a fair amount of stock options I've collected from 3 different mid-size companies over the last half decade; all are still in business but none are showing extremely promising outlooks, so I no longer count stock options in my long-term financial planning though it would be a welcomed bonus to my plans. Instead, I count the value of $5000/month left over from my decently high salary minus my non-materialist lifestyle invested in index funds to achieve financial independence the old fashioned way. Somewhat anti-Silicon Valley philosophy? Perhaps, but the Bay Area is all testing diverse ideas and out of the box approaches to life satisfaction. I don't claim my life is superior to the theoretical in this article, but it is much simpler and probably lower stress, and I'm pretty happy on a day to day basis so I'm not yet tempted to dive in to the alternate approach.