I believe it might just be that we are used to safe incremental building now.

For example, building a feature on top of a successful product will get 5% gain with 80% certainty.

Building something completely new will give 10x gain with 2% certainty.

Management is more likely to favor the 5% gain because it gives safe returns and they can explain it well to whoever they are reporting to.

Also, I believe the same applies to startups. A founder has to explain crazy bets to investors, employees and everyone in the company. That's notnas easy as it sounds.