[3] Hennigan finished 19th in the 1999 World Series of Poker (WSOP) $10,000 no limit hold'em main event.

[4][5] In April 2002 he made the final table of the WSOP $1,500 seven-card stud event and won his first bracelet just four days later in the $2,000 H.O.R.S.E.

event, taking home the $117,320 first prize after defeating a final table including Men Nguyen and Phil Ivey.

[6][7] In 2004, he won his second WSOP bracelet in the $5,000 limit hold'em event, defeating a final table that included James McManus, David Chiu and T. J.

[17][18] Hennigan won The 2002 United States Poker Championship's $7,500 no limit hold'em main event, defeating Erik Seidel in heads-up play, earning $216,000 prize.