Reading “Life’s a Gamble” by Mike Sexton, he had 6% of PartyPoker back in the day and sold it 18 months before they went public by selling 23% of the company for $1 Billion in 2005. Mike sold his shares for $15 Million, they would have been worth $260.8 Million had he hold’em until the float and $400.7 Million a month later.
He was very philosophical comparing it to folding 46 in a re-raised pot pre-flop. The dealer put out a flop of 235, folding was the best decision with the information available at the time and that is all that matters.