Financially it would be stupid not to sell. But for DHH this isn't about finances. Would an extra $50M (or whatever he'd get) make him happier? A little bit may

Financially it would be stupid not to sell. But for DHH this isn't about finances. Would an extra $50M (or whatever he'd get) make him happier? A little bit maybe. On the other hand he'd lose what he helped create and is proud of. He'd lose the happiness he gets from working at 37s. If he thinks of a new big idea would the $50M help him to implement more than having a 37signals dream team would? You are very much focused on the dollar amount and whether it would be a good deal from a business perspective. He is focused on happiness. Maybe he would sell for 100 billion, because you could really change the world with that kind of money. An extra 50 million if you're already a millionaire? Meh.