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throwaway12917on Ask HN: only 90 days to exercise options. how do I change this policy?

Thanks for the feedback dudul, it helps when someone shares the other perspective.

Agreed, I don't want the conversation to steer into an ultimatum nor using that line of reasoning. That will leave a sour taste in everyone's mouth.

I think the conversation can be approached in a more positive light and framed as ensuring all the hard work and long hours put in by me and other employees is fairly compensated and we get to retain the equity that vested.

throwaway12917on Ask HN: only 90 days to exercise options. how do I change this policy?

Good point and if this were a bigger company I would agree with you. However, we are still a very small company (single digits) going through a critical period.

As one of the key employees I have leverage. Am I irreplaceable? No, but it would definitely be a setback. One that the founder cannot afford at this time.

I can't speak for the other employees but I imagine they won't be happy either once they learn how the founder treats employees.

Besides appeasing existing employees there is the added benefit of attracting and retaining talent going forward. This is a great point that you mentioned and shouldn't be overlooked especially considering how competitive the valley is for talent.