"Don't fear failure so much that you refuse to try new things. The saddest summary of a life contains three descriptions: could have, might have, and should have"
About this Quote
The second sentence lands because it’s written like an epitaph. “The saddest summary of a life” suggests not a dramatic collapse but a tidy, administrative wrap-up: a life reduced to a few words on a ledger. Then Boone picks three phrases that are almost comically common, the language of small talk and polite regret. “Could have, might have, and should have” are grammatical ghosts: conditional, hypothetical, moralizing. They don’t describe actions so much as stalled narratives, stories that never got out of outline form. The rhythm matters, too. Each phrase tightens the screws: “could” is capacity, “might” is possibility, “should” is obligation. By the end, the regret isn’t just about missed opportunity; it’s about betraying your own sense of what you owed yourself.
Contextually, this fits a familiar American self-help lineage, but it’s sharper than most motivational wallpaper. Boone’s intent is less “be fearless” than “stop letting fear write your biography in the conditional tense.”
Quote Details
| Topic | Motivational |
|---|---|
| Source | Help us find the source |
| Cite | Cite this Quote |
Citation Formats
APA Style (7th ed.)
Boone, Louis E. (2026, January 16). Don't fear failure so much that you refuse to try new things. The saddest summary of a life contains three descriptions: could have, might have, and should have. FixQuotes. https://fixquotes.com/quotes/dont-fear-failure-so-much-that-you-refuse-to-try-127641/
Chicago Style
Boone, Louis E. "Don't fear failure so much that you refuse to try new things. The saddest summary of a life contains three descriptions: could have, might have, and should have." FixQuotes. January 16, 2026. https://fixquotes.com/quotes/dont-fear-failure-so-much-that-you-refuse-to-try-127641/.
MLA Style (9th ed.)
"Don't fear failure so much that you refuse to try new things. The saddest summary of a life contains three descriptions: could have, might have, and should have." FixQuotes, 16 Jan. 2026, https://fixquotes.com/quotes/dont-fear-failure-so-much-that-you-refuse-to-try-127641/. Accessed 4 Feb. 2026.














