How do I calculate the price per share at different valuations?

Back of the envelope math is that your price per share will be a multiple correlated to your next round, with a 20% discount to account for dilution.

If your company is currently $10m, and you raise your next round at $100m, your price per share will be 10x in the next round.

We can't say how much your price per share because it depends on your next round and how much you raise. if you raise on good terms, you take less dilution. if you raise on not strong terms, you take on more dilution.

How do I calculate the price per share once I've exercised my Options?

You can look at the price per share in either the Options or the price per share in the RSAs (or whatever those Option have turned into).

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