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Re:My role as a founder-CTO: year 8 by bcantrill on Wednesday December 31, 2025 @04:16PM (#46448451)
Those aren't the choices. You don't understand how the poster passed on nine figures -- but if the secondary sale netted 7 figures (likely), the choice is in fact between having enough wealth to have total security for one's family versus having so much wealth that the wealth itself creates anxiety.
Re:My role as a founder-CTO: year 8 by afavour on Wednesday December 31, 2025 @04:27PM (#46448530)
Then have someone manage the money away from you. Put it in a lifetime trust, whatever. The idea that you’d turn down that sum of money because of the anxiety it would cause you is simply not logical.
Re:My role as a founder-CTO: year 8 by ridruejo on Wednesday December 31, 2025 @05:02PM (#46448825)
Correct. The secondary provides the safety net to confidently swing for the fences.