I know this not conveying exactly the same meaning, but we have an expression in French:
Qui ne tente rien n’a rien
We lose the greatness meaning, but convey the idea that if you don’t try (and so fear losing) you won’t achieve anything.
Oser échouer grandement is not idiomatic. A known translation of this Robert F. Kennedy quote is:
Seuls ceux qui prennent le risque d’échouer spectaculairement réussiront brillamment.
I would still stick to Calins’ suggestion though or that other one:
La fortune sourit aux audacieux.
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