Dempsey's other activities include playing recreational golf and semi-professional bocce[citation needed]
World Series of Poker
At the 2010 World Series of Poker (WSOP), after winning his first bracelet in the 1,500 Pot Limit Hold'em event and earning $197,470, he made a smaller cash of $10,497 coming 69th in the $5,000 No Limit Hold'em event but then at the $10,000 Omaha Hi-Low Split-8 or Better Championship, he finished runner-up to Sammy Farha, while earning his biggest cash to date of $301,789.[4][5]
At the 2013 World Series of Poker Europe (WSOPE), he had two cashes.[6]
In December 2011, Dempsey won the Doyle Brunson World Poker Classic, beating a field of 413 players and a final table that included Antonio Esfandiari (6th place), Vanessa Selbst (3rd place), and Soi Nguyen (2nd place.) Dempsey earned $821,612 for his win.[7]
As of 2019, his total live tournament winnings exceed $2,100,000.[1][8]