I'm at a point in life where all the major forks are in my rear view mirror. But when you are young, energetic, don't have dependents and have time to recover then you should absolutely take calculated risks. Playing it safe will haunt you in your later years.
That's where I am too. Not sure why I've been downvoted when I've past the point of doing high-stakes risks and have people who rely on me to avoid injury so they get to have fun.