I hear ya, broke is only good because you have nothing to lose and need is a strong motivator. It may be fun for a newly-funded startup guy to count up his ill

I hear ya, broke is only good because you have nothing to lose and need is a strong motivator. It may be fun for a newly-funded startup guy to count up his illiquid shares and say "I have $X now (in monopoly money)" but as you said, it's not over until your shares are actually sold, taxes are paid and indemnifications have been released. (saw your EDIT: I don't know how downvoting works either - it wasn't me!!!)