"To do something right it must be done twice. The first time instructs the second"
About this Quote
Bolivar’s line reads like a field manual disguised as a proverb: victory, governance, even liberation are iterative, not immaculate. Coming from a leader who spent years watching revolutions flare, fracture, and re-form across northern South America, the sentence carries the weary authority of someone who learned in public, at scale, with lives on the balance sheet. “Done twice” isn’t an endorsement of inefficiency; it’s an admission that first attempts in politics are inevitably compromised by missing information, shaky alliances, and the naive belief that ideals alone can carry institutions.
The subtext is almost harshly anti-romantic. Independence movements love the myth of the decisive moment: the battle, the declaration, the heroic speech. Bolivar undercuts that fantasy. The first act is rehearsal, a rough draft written under pressure, useful precisely because it exposes weak assumptions. Only after the initial push reveals who defects, what resources vanish, which laws collapse under real conditions, can the second attempt qualify as “right.” The rhetoric works because it makes humility sound like strategy, turning fallibility into a plan rather than a scandal.
There’s also a warning embedded in the calm symmetry of the phrasing: if you only get one try, you’re likely to build a fragile republic. Bolivar’s own career - triumphant campaigns followed by bitter factionalism and disillusionment - gives the maxim its edge. It’s less motivational poster than political realism: freedom is won once, then won again, this time against chaos, ego, and unfinished work.
The subtext is almost harshly anti-romantic. Independence movements love the myth of the decisive moment: the battle, the declaration, the heroic speech. Bolivar undercuts that fantasy. The first act is rehearsal, a rough draft written under pressure, useful precisely because it exposes weak assumptions. Only after the initial push reveals who defects, what resources vanish, which laws collapse under real conditions, can the second attempt qualify as “right.” The rhetoric works because it makes humility sound like strategy, turning fallibility into a plan rather than a scandal.
There’s also a warning embedded in the calm symmetry of the phrasing: if you only get one try, you’re likely to build a fragile republic. Bolivar’s own career - triumphant campaigns followed by bitter factionalism and disillusionment - gives the maxim its edge. It’s less motivational poster than political realism: freedom is won once, then won again, this time against chaos, ego, and unfinished work.
Quote Details
| Topic | Learning from Mistakes |
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