At least two possibilities: 1. You could be beholden to investors who bought in at a higher valuation than the offer. 2. Never-having-to-work-again can only

At least two possibilities: 1. You could be beholden to investors who bought in at a higher valuation than the offer. 2. Never-having-to-work-again can only be measured relative to a sustainable lifestyle, so this turns on what kind of lifestyle you want. If you are content to live in a one-bedroom apartment in Topeka you need a lot less money to never-have-to-work-again than if you want a ten acre horse property in the Hamptons and a private jet. To sustain that kind of lifestyle without working takes a hell of a lot of money.