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You could say that if the CEO doesn't improve the offer, you're going to write directly to the board / new investors.

I'm not saying you should do this. Nor am I suggesting it's a good tactic. But it may provide leverage if you need some.




No reason to do this - you have the shares and the CEO wants to buy you out. Remember - the CEO wants to buy you out for a reason, and I guarantee you the investors want you bought out. Don't underestimate how much leverage "them wanting you bought out" is. It may even be a stipulation of the funding round.


Do the investors even know about the conversation?

People paying good money for shares will jump at the chance to buy them cheaper.

A CEO closing an investment round may have very different incentives, like not frightening the horses.

[edit, clarity]


It would be a bad sign if the investors weren't asking who the ex-employee with 5% of the cap table was!


Sure, but the investors would probably want to buy you out ALSO.

Equity is a market. The CEO is offering a price. Maybe the investors are willing to offer a higher price.




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