The industry devours data, yet a razor‑sharp sentence often cuts deeper than a terabyte of Excel.
Below you’ll find 50 copy‑ready quotes—all wrapped in straight quotation marks—plus the contextual riff you’d expect from a room of battle-scarred affiliate managers and iGaming execs. Steal a line for a keynote slide, spice up an onboarding deck, or drop it mid‑pitch when the Wi‑Fi lags and you need instant gravitas.
Let’s dive straight in.
50 Best Gambling Quotes
“Gambling is the future on a three-hour delay.”
— Bill Maher
“In gambling, the many must lose so that the few may win.”
— George Bernard Shaw
“The only way to win in a casino is to own one.”
— Steve Wynn
“Luck is what happens when preparation meets opportunity.”
— Seneca
“Hope recoils on itself in a losing streak.”
— Charles Bukowski
“A dollar won is twice as sweet as a dollar earned.”
— Paul Newman
“There is a very easy way to return from a casino with a small fortune: go there with a large one.”
— Jack Yelton
“The urge to gamble is so universal, I could take any self-respecting adult and cut him down to size in a casino.”
— Mitch Kapor
“Quit while you’re ahead. All the best gamblers do.”
— Baltasar Gracián
“Gambling: The sure way of getting nothing for something.”
— Wilson Mizner
“The roulette wheel is perfectly designed to separate math amateurs from their money.”
— Anonymous
“The house doesn’t beat the player. It just gives him the opportunity to beat himself.”
— Nicholas ‘Nick the Greek’ Dandalos
“If you can’t spot the sucker in the first half-hour at the table, then you are the sucker.”
— Rounders (1998)
“Probability theory is nothing but common sense reduced to calculation.”
— Pierre-Simon Laplace
“Luck never gives; it only lends.”
— Swedish proverb
“The safest way to double your money is to fold it over and put it back in your pocket.”
— Kin Hubbard
“Shallow men believe in luck. Strong men believe in cause and effect.”
— Ralph Waldo Emerson
“In poker, the chips are just the score.”
— Scotty Nguyen
“Chance fights ever on the side of the prudent.”
— Euripides
“You’ll always lose money chasing women, but you’ll never lose women chasing money—especially if you’re winning at blackjack.”
— Frank Scoblete
“It’s hard to walk away from a winning streak, even harder to leave the table when you’re on a losing one.”
— Cara Bertoia
“Gamblers are the biggest optimists in the world. They have to be.”
— Terri Guillemets
“Addiction isn’t about substance—you seek a change in sensation.”
— Paul Carver
“The more you gamble, the more you’ll lose. And in the end, the house always wins. Doesn’t it, Joseph?”
— The Sting (1973)
“Gambling promises the poor what property performs for the rich—something for nothing.”
— George Bernard Shaw
“The itch of gambling is so universal and its practice so pleasurable that I should consider it a pity if the devil delegated the whole work to the priests.”
— J. K. Huysmans
“I was lucky, and smart enough to quit while I was ahead—most people aren’t.”
— W. C. Fields
“Behind it all lies the desire for sudden riches.”
— Juvenal
“Men of means look too much to the making and not enough to the keeping of what they gain.”
— John Clarke
“Gambling is a disease of barbarians superficially civilized.”
— William Inge
“The biggest enemy in poker is your own ego.”
— Phil Hellmuth
“You don’t gamble to win. You gamble so you can gamble the next day.”
— Bert Ambrose
“Serious poker is no more about gambling than rock climbing is about taking risks.”
— Al Alvarez
“To be a good gambler, you need three things: money, money, and more money.”
— Jackie Gaughan
“Show me a good loser and I’ll show you a loser.”
— Stu Unger
“Life is a gamble, but that doesn’t mean the odds are fair.”
— Jeanette Winterson
“The key to winning is to never bet more than you can afford to lose.”
— Arnold Rothstein
“A gambler never makes the same mistake twice; it’s usually three or more times.”
— Terrence Murphy
“Don’t count your chips while you’re still at the table.”
— Kenny Rogers
“The sure thing is the lifeboat on which he who cannot swim will climb after the ship has sunk.”
— François Villon
“Lottery: a tax on people who are bad at math.”
— Ambrose Bierce
“Gambling: The exchange of future potential for present excitement.”
— Anonymous
“Casinos don’t build themselves.”
— Pit-boss proverb
“The stock market is the biggest casino in the world except you can’t count cards.”
— Mark Cuban
“If you must play, decide upon three things at the start: the rules of the game, the stakes, and the quitting time.”
— Chinese proverb
“Vegas is the only place where money talks loudly—but mostly to say goodbye.”
— Unknown
“Inside the casino, the clocks are always broken because time is money and they don’t want you to know how much you’ve spent of either.”
— Terri Guillemets
“A gambler’s greatest thrill is not in winning; it is in nearly winning.”
— Vivian Studdard
“There is no gambling like politics.”
— Benjamin Disraeli
“Why do I keep playing? Because someday, the dice will remember I’ve been good to them.”
— Gracie Allen
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