"I don't gamble, because winning a hundred dollars doesn't give me great pleasure. But losing a hundred dollars pisses me off"
About this Quote
As an entertainer, Trebek’s authority wasn’t built on swagger. It was built on composure, taste, and a steady hand on the wheel of America’s nightly brainy ritual. That context matters: a game-show icon admitting he’s not tempted by the “thrill” reads less like moralizing and more like a veteran’s consumer advice. He spent decades watching people chase money under bright lights. The subtext is that the chase is rigged against your psyche even when it isn’t rigged against your wallet.
There’s also a classically Trebekian restraint here: no sermon about responsibility, no sanctimony about vice. Just a cranky, relatable truth - getting “pissed off” is the real payout. The joke isn’t that he’s prudent; it’s that he knows exactly which emotional bill he’d be signing up to pay, and he refuses the contract.
Quote Details
| Topic | Witty One-Liners |
|---|---|
| Source | Help us find the source |
| Cite |
Citation Formats
APA Style (7th ed.)
Trebek, Alex. (2026, January 15). I don't gamble, because winning a hundred dollars doesn't give me great pleasure. But losing a hundred dollars pisses me off. FixQuotes. https://fixquotes.com/quotes/i-dont-gamble-because-winning-a-hundred-dollars-42361/
Chicago Style
Trebek, Alex. "I don't gamble, because winning a hundred dollars doesn't give me great pleasure. But losing a hundred dollars pisses me off." FixQuotes. January 15, 2026. https://fixquotes.com/quotes/i-dont-gamble-because-winning-a-hundred-dollars-42361/.
MLA Style (9th ed.)
"I don't gamble, because winning a hundred dollars doesn't give me great pleasure. But losing a hundred dollars pisses me off." FixQuotes, 15 Jan. 2026, https://fixquotes.com/quotes/i-dont-gamble-because-winning-a-hundred-dollars-42361/. Accessed 9 Feb. 2026.






