Startup equity & liquidity

How much of my stake is reasonable to sell in a secondary?

There is no fixed rule, but the amount most boards are comfortable with is small: often something like 5 to 15 percent of a founder's holding, or just enough to cover a specific goal (a home, clearing a loan, a safety cushion) rather than a change of lifestyle. The test investors quietly apply is whether you still have far more to gain from the company winning than from the cash in hand. A modest sale that leaves you highly aligned reads as sensible de-risking. A large one reads as a founder heading for the door. Frame the ask around a number and a reason, not a percentage in the abstract.

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