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Ask HN: How much did you make from your startup's IPO?

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Re: Ask HN: How much did you make from your startup's IPO?

#21

Earlier quoted context omitted.

Not an IPO but I was hired by a company that was supposed to extend me an offer including stock options, unfortunately there was miscommunication about shares vs options, netting me 1/100th of what I expected. I was so angry I seriously considered taking a short position against the original amount of stock I was promised, but in the end it just didn't feel right to bet against my employer. A year later and their sto…

I agree with you. My short would not have been a bet against my employer, more about being satisfied with turning paper gains into locked in, real money gains.

In many cases you aren't allowed to short employer stock, it's sometimes in the employment contract you sign. In other cases, shorting your employer can get you investigated for insider trading. Also, your employer might fire you. Probably want to talk to an attorney before doing that in the future.

Re: Ask HN: How much did you make from your startup's IPO?

#22

I was around employee 100. Had options that were worth about 1.5 million at the peak, then the internet bubble popped and by the time I was fully vested and able to sell it was maybe 1/10th that--$150K or so. In hindsight, I could have shorted the stock at the peak to lock in the price of the unvested shares. The whole experience makes me think most engineers should value options at basically zero. Save an aggressive…

The current tech boom is nothing like the dot-com bubble...

Uber and Lyft giving out dollar rides for $0.90 with almost no competitive moat. Pretty similar situation I think.

Re: Ask HN: How much did you make from your startup's IPO?

#23
throwaway for obv. reasons. employee ~30. Company IPO'd at over a 1B valuation. Post taxes, I got about $700k, and have another $1.2M in pending subsequent grants and RSUs that still has to be taxed and the options are more expensive. I'm hoping to pocket about $400k from that. I started as a mid-level developer making about $70k a year, and I've grown a lot. I'm still there. Still a developer. I make $190k/yr now. Had I gone straight into a FAANG, I think I'm ahead now, but for the longest time, I was behind. Now equity keeps me here (aside from actually really liking where I work). If I were to leave, I'd be tossing out 1.2M! That all vests over the next three years. So I really make more like 190k + 400k a year. No complaints. But I got a winning lotto ticket with this job.
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