"If a person is not willing to make a mistake, you're never going to do anything right"
About this Quote
The intent is managerial as much as inspirational. He’s licensing error as a cost of doing business, but also drawing a bright line between productive mistakes and the inert failure of never acting. The subtext: if you demand certainty, you’ll outsource judgment to consensus, lawyers, and process. You won’t be wrong, exactly - you’ll just be irrelevant. “Not willing” is key; it suggests a temperament problem, not an intelligence problem. This is a cultural critique of the cautious striver who wants upside without exposure.
Context matters because the speaker isn’t an artist romanticizing failure; he’s a businessman whose career was built on bold consolidation and high-stakes bets. Coming from that world, the quote doubles as a defense of aggressive leadership. It normalizes collateral damage - the missteps, layoffs, and miscalculations that get reframed later as “learning.” It also works rhetorically because it reverses the usual moral hierarchy: the careful person isn’t the responsible one; they’re the obstacle. In an economy that rewards decisive narratives, Weill is selling a philosophy of action that makes risk feel like professionalism.
Quote Details
| Topic | Learning from Mistakes |
|---|---|
| Source | Help us find the source |
| Cite |
Citation Formats
APA Style (7th ed.)
Weill, Sanford I. (2026, January 15). If a person is not willing to make a mistake, you're never going to do anything right. FixQuotes. https://fixquotes.com/quotes/if-a-person-is-not-willing-to-make-a-mistake-154788/
Chicago Style
Weill, Sanford I. "If a person is not willing to make a mistake, you're never going to do anything right." FixQuotes. January 15, 2026. https://fixquotes.com/quotes/if-a-person-is-not-willing-to-make-a-mistake-154788/.
MLA Style (9th ed.)
"If a person is not willing to make a mistake, you're never going to do anything right." FixQuotes, 15 Jan. 2026, https://fixquotes.com/quotes/if-a-person-is-not-willing-to-make-a-mistake-154788/. Accessed 13 Feb. 2026.







