Most Money Ever Lost In Poker

Remember last year during the World Series of Poker main event when this guy’s reaction made us think he’d lost the saddest poker hand ever? Erase that from your memory.

There is absolutely no reason why you should ever lose all of your money when playing poker. Anyone who tells you different just doesn't practice proper bankroll management. In nearly 15 years playing this game, and 10 years as a pro, I have never gone broke once. And neither should you. By the mid-2000s, he was one of the most respected pro-poker players, admittedly preferring online poker to the casino tables. His world series appearance in 2011 was legendary and a moment to. 1 Harry Kakavas lost $1.5 Billon in 14 months Harry Kakavas, who made his fortune selling real estate on Australia's Gold Coast, is considered one of the biggest high rollers in the world. In five and a half hours, he lost $164 million, after betting $300,000 per hand.

This hand right here — from the WSOP Big One for One Drop, which aired Tuesday night on ESPN — is without a doubt the worst bad beat in the history of poker.

Let’s start with this crazy fact: These guys paid $1 million(!) to play in a poker tournament, the only tournament of its kind with $15,306,688 to the winner (let that sink in for a moment).

Both Connor Drinan and Cary Katz picked up pocket aces, and after some pre-flop raises and acting that included an ominous message from Katz, they naturally got their money all in, but only Drinan was at risk of being eliminated. But, c’mon, what’s the worst that could happen when they’re an identical 2% to win a pot they split 98% of the time?

Only this:

Aces vs. aces. No big deal?

That look you get when you know you can’t lose.

Flush draw. No, this isn’t happening …

This guy can’t believe it either!

Flush! It happened! NOOOOOOOOOOOOO!!!

How? Why? What?

That look you get when you realize $1 million was just flushed away on an awful beat.

Longtime ESPN poker commentator Lon McEachern called Drinan losing to an improbable flush “the worst beat in the history of tournament poker.” How can anybody disagree given the enormous stakes?

Most Money Ever Lost In Poker Real Money

Oh, and that ominous message from Katz to Drinan before the flop? “Save your money, kid. You can’t win every pot.”

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Drinan was knocked out in 18th place and out of the money.

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To watch this horrific beat slowly unfold, just click below: