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Life & Wisdom Quote by Niccolo Machiavelli

"Entrepreneurs are simply those who understand that there is little difference between obstacle and opportunity and are able to turn both to their advantage"

About this Quote

Machiavelli is smuggling a political realism lesson into what reads, at first glance, like a motivational poster. The cunning move is the collapse of categories: “obstacle” and “opportunity” aren’t opposites, they’re the same raw material viewed through a strategist’s eyes. That isn’t optimism; it’s moral and practical flexibility. In Machiavellian terms, the world is unstable, power is contested, and events don’t arrive neatly labeled as “good” or “bad.” They arrive as forces to be handled.

The verb choice matters: not “overcome” but “turn.” That implies rotation, reframing, alchemy. The entrepreneur-figure here is less a visionary than an operator with a high tolerance for contingency. It’s a flattering portrait, but it’s also a warning: if obstacles can be converted into advantage, then crises become incentives, and ethics becomes negotiable. The subtext is that virtue, in the Renaissance sense of virtuousness, is less important than virtu, the capacity to act effectively amid chaos.

Context makes the line bite. Machiavelli wrote for rulers navigating fickle alliances, city-state rivalries, and sudden reversals of fortune. “Entrepreneurs” is an anachronism, but the type is familiar: the person who can exploit the moment, read the room, and treat unpredictability as a resource. It’s an argument for agency under constraint, and a quiet rebuke to those who mistake stability for fairness. If the world won’t guarantee you a path, Machiavelli suggests, you manufacture one out of whatever blocks it.

Quote Details

TopicEntrepreneur
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APA Style (7th ed.)
Machiavelli, Niccolo. (n.d.). Entrepreneurs are simply those who understand that there is little difference between obstacle and opportunity and are able to turn both to their advantage. FixQuotes. https://fixquotes.com/quotes/entrepreneurs-are-simply-those-who-understand-1040/

Chicago Style
Machiavelli, Niccolo. "Entrepreneurs are simply those who understand that there is little difference between obstacle and opportunity and are able to turn both to their advantage." FixQuotes. Accessed February 1, 2026. https://fixquotes.com/quotes/entrepreneurs-are-simply-those-who-understand-1040/.

MLA Style (9th ed.)
"Entrepreneurs are simply those who understand that there is little difference between obstacle and opportunity and are able to turn both to their advantage." FixQuotes, https://fixquotes.com/quotes/entrepreneurs-are-simply-those-who-understand-1040/. Accessed 1 Feb. 2026.

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About the Author

Niccolo Machiavelli

Niccolo Machiavelli (May 3, 1469 - June 21, 1527) was a Writer from Italy.

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