Quote by Ray Dalio

“there is only one fundamental reason to choose to bet a hand: because it is more profitable on average than calling, checking, or folding…

— Will Tipton

“Hedge funds have made massive leveraged credit bets, knowing that their upside is billions in fees and their downside is millions in fees.”

— Janet M. Tavakoli

“Some business bets in which one wins big but infrequently, yet loses small but frequently, are worth making if others are suckers for them…

— Nassim Nicholas Taleb

“make sure that no single bet, or even multiple bets, could cause me to lose more than an acceptable amount.”

— Ray Dalio

“Maybe winning isn’t everything. One just needs to hedge the bet and minimize the risk.”

— Doug Cooper

“There is always opportunity cost in choosing one path over others. The betting elements of decisions—choice, probability, risk, etc.—are more obvious in some situations…

— Annie Duke

The best restraint is old-fashioned market discipline, in which financial traders know that they, personally, will lose a ton of money if they take…

— David Ignatius

“look for beaten up cheap assets that I think will soon reflex to the upside or look to short overvalued, overpriced assets that will…

— David Skarica

You need to be uncomfortable and apprehensive: True strategy is about placing bets and making hard choices. The objective is not to eliminate risk…

— Roger Martin

“When you gamble with your time, you may be placing a bet you can’t cover. Even if you’re sure you can win, be careful…

— Gary Keller

We must be ready to risk and give up a good thing as a bet for a better one.

— Terry Mark

So one way to create an attractive risk/reward situation is to limit downside risk severely by investing in situations that have a large margin…

— Joel Greenblatt