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Daily Inspiration Quote by George Will

"The nice part about being a pessimist is that you are constantly being either proven right or pleasantly surprised"

About this Quote

Pessimism, in George Will's telling, isn’t a mood so much as a strategy for staying emotionally solvent. The line works because it disguises a bleak worldview as a life hack: lower your expectations and you’ll never go broke. It’s a joke with an edge, the kind that lets a public intellectual smuggle temperament into a maxim and call it prudence.

Will’s intent is partly self-portrait, partly permission slip. As a journalist - and a conservative columnist famous for treating politics as a running audit of human limitations - he’s speaking from a profession trained to anticipate failure, hypocrisy, and unintended consequences. The subtext is that optimism is a luxury belief, a kind of psychological leverage that can wipe you out when reality calls in the debt. Pessimism, by contrast, pays dividends: accuracy when institutions disappoint, and a small, almost childlike delight when they don’t.

What makes the sentence snap is its rhetorical judo. “Nice part” reframes a traditionally grim stance as the more comfortable option. “Constantly” hints at a world that reliably underperforms - not occasionally, not tragically, but as a steady baseline. And the punchline is the bargain it offers: you get to be right without trying, or happy without expecting to be.

Context matters here. Coming out of late-20th-century American commentary culture, Will’s quip doubles as an ethos for punditry itself: forecast gloom, claim vindication when things go south, and treat any improvement as evidence of your reasonableness rather than your cynicism. It’s funny because it’s true - and a little uncomfortable because it might also be a business model.

Quote Details

TopicOptimism
Source
Later attribution: Essential Quotes for Scientists and Engineers (Konstantin K. Likharev, 2021) modern compilationISBN: 9783030633325 · ID: PIogEAAAQBAJ
Text match: 95.00%   Provider: Google Books
Evidence:
... The nice part about being a pessimist is that you are constantly being either proven right or pleasantly surprised . -George Will , 1994 If you keep saying things are going to be bad , you have a good chance of being a prophet . -Isaac ...
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Citation Formats

APA Style (7th ed.)
Will, George. (2026, February 8). The nice part about being a pessimist is that you are constantly being either proven right or pleasantly surprised. FixQuotes. https://fixquotes.com/quotes/the-nice-part-about-being-a-pessimist-is-that-you-61534/

Chicago Style
Will, George. "The nice part about being a pessimist is that you are constantly being either proven right or pleasantly surprised." FixQuotes. February 8, 2026. https://fixquotes.com/quotes/the-nice-part-about-being-a-pessimist-is-that-you-61534/.

MLA Style (9th ed.)
"The nice part about being a pessimist is that you are constantly being either proven right or pleasantly surprised." FixQuotes, 8 Feb. 2026, https://fixquotes.com/quotes/the-nice-part-about-being-a-pessimist-is-that-you-61534/. Accessed 24 Feb. 2026.

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About the Author

George Will

George Will (born May 4, 1941) is a Journalist from USA.

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