 <unk> Hewitt and Roger Federer played each other on 27 occasions . Early in their careers , Hewitt dominated Federer , winning seven of their first nine meetings , including a victory from two sets down in the 2003 Davis Cup semifinal which allowed Australia to defeat Switzerland . However , from 2004 onward , Federer dominated the rivalry , winning 16 of the last 18 meetings to finish with an 18 – 9 overall head @-@ to @-@ head record . This is Hewitt 's longest rivalry as these two first played each other as juniors in 1996 . They met in one Grand Slam tournament final , the 2004 US Open final , where Federer won his first US Open title in a lopsided encounter in which Federer scored a <unk> either side of a second @-@ set tiebreak . Federer met Hewitt at six of the Grand Slam tournaments in which he lifted the trophy , including all five of his <unk> between 2004 and 2005 . Their last meeting was at the 2014 Brisbane International , where Hewitt triumphed over Federer in three sets for his first title since 2010 , when he also beat Federer to the Halle title . 
