Founders and investors have different attitudes to risk. Knowing that risk is on average proportionate to reward, investors like risky strategies, while founders, who don’t have a big enough sample size to care what’s true on average, tend to be more conservative.
If startups are easy to start, this conflict goes away, because founders can start them younger, when it’s rational to take more risk, and can start more startups total in their careers. When founders can do lots of startups, they can start to look at the world in the same portfolio-optimizing way as investors. And that means the overall amount of wealth created can be greater, because strategies can be riskier.