A participant in the 2014 World Series of Poker’s $1 million buy-in tournament suffered what can only be described as one of the worst “bad beats” in history on Tuesday.

Connor Drinan was one of 46 players to participate in the WSOP’s “Big One for One Drop,” a tournament in which gamblers pay a $1 million entry fee to compete for a cash prize of $15,306,688. With 18 players left in the competition, Drinan and tablemate Cary Katz each drew pocket aces – the strongest possible opening hand in Texas Hold ‘Em.

Drinan and Katz went back and forth with the obligatory pre-flop raises and re-raises, each (rightfully) convinced that it would be nearly impossible for them to lose. Both players went all-in, but Drinan had the smaller stack of chips, so only he was in danger of elimination. Still, with a 98 percent chance of a split pot, neither Drinan nor Katz seemed too worried.

However, when the flop came out, Katz, who had an ace of hearts, had a possible flush draw. Sure enough, four of the five community cards were hearts, handing Katz an improbable victory and Drinan a devastating loss.

Worse yet, Drinan finished outside of the money, meaning that he didn’t recover any of his $1 million buy-in. ESPN broadcaster Lon McEachern referred to his loss as possibly “the worst beat in the history of tournament poker.”

Drinan’s bad beat at the World Series of Poker’s “Big One for One Drop” tournament can be viewed below.