Stepping off the set track and becoming a free agent usually requires taking risks.
It seems to me that the early part of a person's life calls for diligence, while from the middle on it demands risk-taking.
Parkour has its own philosophy of risk-taking, too, and it's worth a look even if you never do parkour.
This note is an index gathering my various thoughts on risk-taking.
Now then, let's lock ourselves into a hero's narrative and enjoy taking risks.
Parkour coach Kim Jiho's post: What is 'Danger/Risk'?