His first match was a 1–1 draw against Gaziantepspor on 18 January 1997. Kocaelispor finished the season in seventh place. They also won the Turkish Cup. In the 1997–98 season, Kocaelispor participated in the Cup Winners' Cup, where they were knocked out in the second round. Kocaelispor finished the season in 10th place. They were knocked out of the Turkish Cup in the semi-finals. Canada and Urawa Red Diamonds Osieck landed the job of manager of the Canadian men's national soccer team in September 1998. His first match didn't come until 1999 when Canada played to a 1–1 draw against Northern Ireland. His first two wins came against Guatemala when Canada won 1–0 on 28 May 1999 and 2–0 on 1 June 1999. In 2000, Canada participated in qualifying for the 2002 FIFA World Cup. Canada eliminated Cuba. However, Canada finished third behind Trinidad and Tobago and Mexico and were eliminated from the tournament. Under Osieck, Canada won the 2000 CONCACAF Gold Cup, earning the nickname "Holger's Heroes," a reference to the television show Hogan's Heroes. They defeated Colombia in the final. In 2001, Canada participated in the Confederations Cup. In the Confederations Cup, Canada lost to Japan and Cameroon and drew Brazil 0–0. Canada finished in last place in Group B. In 2002, Canada participated in the Gold Cup where Canada defeated South Korea in the third place match. Osieck resigned in September 2003. His final match was a 2–0 loss to Cuba in the 2003 CONCACAF Gold Cup. He worked for FIFA between 2004 and 2006 as chief of their technical department. In 2007, he again became the manager of Urawa and led the club to win the 2007 AFC Champions League. Under Osieck, Urawa finished third in the 2007 FIFA Club World Cup. However, he was fired by Urawa on 16 March 2008, after a poor start to the 2008 season. Urawa were in 17th place when Osieck was sacked. Australia On 11 August 2010, Osieck was named as the head coach of the Australia, replacing Pim Verbeek, who stepped down as Australia's coach after the 2010 FIFA World Cup. This role also involves actively assisting youth development. His first game as Australia's coach was against Switzerland, with Australia drawing 0–0. His first win as Australia's coach was a 2–1 win against Poland. Australia then proceeded to defeat Paraguay 1–0, before suffering a 3–0 loss to Egypt