“All courses of action are risky, so prudence is not in avoiding danger (it’s impossible), but calculating risk and acting decisively. Make mistakes of ambition and not mistakes of sloth. Develop the strength to do bold things, not the strength to suffer.” — Niccolò Machiavelli, The Prince

Risking all that we’ve built for some uncertain future is a fool’s game—at least that’s what we’ve been taught by our mothers and other well-meaning influencers in our lives. But tell me, without risk when exactly will we leap? We must develop our leaping ability through a series of calculated risks. This, friend, is our hero’s journey personified.

“Do or do not. There is no try.” — Yoda

Culturally, we celebrate the risk-takers because we know deep down that the leap they’ve taken is available to all of us in some form or fashion, but the leaper is unique for having done it. We may be inspired to take risks having witnessed theirs, or we may recoil back into habits of safety and assurance. We learn something about ourselves in either case.

We all take calculated risks at some point in our lives—even our mothers risked it all to deliver our sorry ass into this world. It’s okay to be careful, and it’s good to play it safe in certain circumstances, but there are many times when we ought to let it ride. To go for it when the leap is worthy of a bold measure of risk honors those who risked it all to make our lives possible, and ultimately it honors our future potential and eventual legacy. We become the type of person who does things like this.

Boldness is developed. But so is suffering. Decide what to be and go be it.