Fortis fortuna adiuvat. Fortune favours the bold. Just do it.
Take those risky leaps but I'd add that "luck" also favours the well-prepared.
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If it has a high chance of success and not much downside to failure, it wasn't much of a risk then, was it.
There is "Memento audere semper" coined by D'Annunzio, for that. Remember to always dare.
I agree. Risks are often given too much weight in our imaginations. We psych ourselves out. Just do it. :-)
Risks that are imaginary can be real psychological barriers, fear-inducing, and life-limiting. So making those leaps is important, don't you think?
People often underestimate risks too. I'm following a thread on another forum where a guy made his own solar power system. Seems like a risk that it might not work, but instead it burned his house down, oops. Fortunately no casualties.
You really have to play dungeons and dragons with yourself, thinking up imaginative possibilities of what might happen at every juncture. Don't worry about nuisance risks, but try to foresee the potentially catastrophic ones and mitigate them.