The thing is, falling down (ie. failing at things) can take a lot out of you, physically, mentally, financially, spiritually.

For most of us, taking calculated risks is better than simply taking more risks.

And the risk calculation changes based on your personal circumstances: physically falling has a greater impact on an old person than a young person, making a financial mistake has a greater impact on someone who has no savings than someone who is wealthy, etc.

So "let yourself fall down more" isn't really one size fits all advice.