Playing It Safe Is Riskier Than You Think

From a Harvard Business Review article cited by Tom Fishburne:

“Executives and entrepreneurs face two very different sorts of risks. One is that their organization will make a bold move that failed — a risk they call ‘sinking the ship.’ The other is that their organization will fail to make a bold move that would have succeeded — a risk they call ‘missing the boat.’

“Naturally, most executives worry more about sinking the boat than missing the boat, which is why so many organizations, even in f...