Comment by FreakLegion

We're deep in a thread questioning a founder's choice not to sell their company. a) The company is 8 years old, b) the founder's stake is 9 figures, and c) they've done at least one secondary, meaning d) the founder has almost certainly cashed out $10m exempt from federal taxes (founder has held shares > 5 years for QSBS treatment, and $10m < 10% of founder's stake, a common threshold of concern for investors).

Your hypotheticals simply aren't relevant here.