“The greatest enemy is one that has nothing to lose.”
Source: Eragon
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Christopher Paolini 166
American author 1983Related quotes

“When one has nothing more to lose, the heart is inaccessible to fear.”
First Journal of Travel (1840)

1960s, A Time for Choosing (1964)
Context: As for the peace that we would preserve, I wonder who among us would like to approach the wife or mother whose husband or son has died in South Vietnam and ask them if they think this is a peace that should be maintained indefinitely. Do they mean peace, or do they mean we just want to be left in peace? There can be no real peace while one American is dying some place in the world for the rest of us. We're at war with the most dangerous enemy that has ever faced mankind in his long climb from the swamp to the stars, and it's been said if we lose that war, and in so doing lose this way of freedom of ours, history will record with the greatest astonishment that those who had the most to lose did the least to prevent its happening. Well I think it's time we ask ourselves if we still know the freedoms that were intended for us by the Founding Fathers.

“He who has nothing—it has been said many times—has nothing to lose but his chains.”

Vol. I, ch. 14.
The Life of Sir William Osler (1925)

Consolation Grook, his first grook, published in Politiken (April 1940) as translated in Grooks (1966)
Grooks
“The greatest enemy to fear is truth.”
Source: Life, the Truth, and Being Free (2010), p. 101

“Don't dare a person who has nothing else left to lose.”
Variant: You shouldn't dare a person who doesn't have anything left to lose.
Source: Kiss an Angel

“The greatest enemy of good thinking is busyness.”
Source: The 360 Degree Leader: Developing Your Influence from Anywhere in the Organization