Federer 's main accomplishments as a junior player came at Wimbledon in 1998 , where he won both the boys ' singles final over Irakli Labadze , and in doubles teamed with Olivier Rochus , defeating the team of Michaël Llodra and Andy Ram . In addition , Federer lost the US Open Junior final in 1998 to David Nalbandian . He won four ITF junior single tournaments in his career , including the prestigious Orange Bowl , where he defeated Guillermo Coria in the final . He ended 1998 with the No. 1 junior world ranking , and he entered his first tournament as a professional during 1998 in Gstaad , where he lost to Lucas Arnold Ker in the first round .