Maybe a good way to incentivize more risky entrepreneurs is to provide a better safety net. I would, however, caution against making it too perfect (and I hate myself for saying that, because I would prefer people worked on whatever brings them happiness, not money) - part of the drive for Americans (and the reason they risk so much on it) is the need to accumulate as much capital as possible as soon as possible, because they know they won't enjoy any sort of safety net when they grow old.