"There is nothing more difficult to take in hand, more perilous to conduct, or more uncertain in its success, than to take the lead in the introduction of a new order of things"
About this Quote
The intent is less moral warning than tactical realism. Machiavelli is telling would-be changemakers that opposition isn’t an accident or a misunderstanding; it is built into the structure of change. The subtext is that “a new order” automatically creates losers, and losers are more motivated than potential winners. Those who benefited from the old arrangement know exactly what they’re protecting. Those who might benefit from the new one can’t fully believe in it yet, because the payoff is hypothetical until the machinery actually works. That asymmetry - intense certainty on one side, tentative hope on the other - makes leadership feel like walking out onto a stage where half the audience has already decided to boo.
Context matters: Machiavelli wrote in a fractured Italy of fickle alliances, coups, and foreign invasions, where “order” was not an abstract ideal but the difference between stability and humiliation. His realism is born from proximity to power, exile, and the observation that politics punishes naivete faster than it rewards virtue. The sentence endures because it punctures the comforting myth that good ideas win on merit; in Machiavelli’s world, they win only when someone survives long enough to make them real.
Quote Details
| Topic | Leadership |
|---|---|
| Source | Niccolo Machiavelli, The Prince (c.1513), Chapter VI ('Concerning New Principalities'); English translation available (Project Gutenberg). |
| Cite |
Citation Formats
APA Style (7th ed.)
Machiavelli, Niccolo. (2026, January 18). There is nothing more difficult to take in hand, more perilous to conduct, or more uncertain in its success, than to take the lead in the introduction of a new order of things. FixQuotes. https://fixquotes.com/quotes/there-is-nothing-more-difficult-to-take-in-hand-9263/
Chicago Style
Machiavelli, Niccolo. "There is nothing more difficult to take in hand, more perilous to conduct, or more uncertain in its success, than to take the lead in the introduction of a new order of things." FixQuotes. January 18, 2026. https://fixquotes.com/quotes/there-is-nothing-more-difficult-to-take-in-hand-9263/.
MLA Style (9th ed.)
"There is nothing more difficult to take in hand, more perilous to conduct, or more uncertain in its success, than to take the lead in the introduction of a new order of things." FixQuotes, 18 Jan. 2026, https://fixquotes.com/quotes/there-is-nothing-more-difficult-to-take-in-hand-9263/. Accessed 12 Feb. 2026.













