"The boy who is going to make a great man must not make up his mind merely to overcome a thousand obstacles, but to win in spite of a thousand repulses and defeats"
About this Quote
The “boy” matters. It’s not just period language; it’s a deliberate framing of character as something built early, before comfort calcifies into entitlement. Roosevelt’s own biography is the subtext: a sickly child who self-fashioned into a boxer, rancher, soldier, and political force, he lived as if willpower could be manufactured through repeated exposure to discomfort. The quote reads like a private rule elevated into public scripture.
Context sharpens the stakes. In an industrial, imperial America swollen with power and anxiety, Roosevelt preached “strenuous life” as both self-help and statecraft: personal grit becomes a justification for national assertiveness. That’s why the sentence insists on “win” rather than merely endure. It’s not the Zen lesson of accepting loss; it’s a demand to keep the scoreboard in view even while you’re getting knocked down. The intent is bracing and galvanizing - and a little dangerous, because it canonizes victory as virtue, even when the costs of winning are unevenly distributed.
Quote Details
| Topic | Perseverance |
|---|---|
| Source | Help us find the source |
| Cite |
Citation Formats
APA Style (7th ed.)
Roosevelt, Theodore. (2026, January 17). The boy who is going to make a great man must not make up his mind merely to overcome a thousand obstacles, but to win in spite of a thousand repulses and defeats. FixQuotes. https://fixquotes.com/quotes/the-boy-who-is-going-to-make-a-great-man-must-not-34647/
Chicago Style
Roosevelt, Theodore. "The boy who is going to make a great man must not make up his mind merely to overcome a thousand obstacles, but to win in spite of a thousand repulses and defeats." FixQuotes. January 17, 2026. https://fixquotes.com/quotes/the-boy-who-is-going-to-make-a-great-man-must-not-34647/.
MLA Style (9th ed.)
"The boy who is going to make a great man must not make up his mind merely to overcome a thousand obstacles, but to win in spite of a thousand repulses and defeats." FixQuotes, 17 Jan. 2026, https://fixquotes.com/quotes/the-boy-who-is-going-to-make-a-great-man-must-not-34647/. Accessed 21 Feb. 2026.












