 Ramba uchinyora ndima iyi - Osieck akawana basa romutungamiriri wechikwata chenyika yenhabvu chevarume vokuCanada muna September 1998. Mutambo wake wokutanga hauna kuuya kusvikira muna 1999 apo Canada yakatamba kusvika 1 kusvika ku1 kurova neNorthern Ireland. Kukunda kwake kwokutanga kwakauya kuGuatemala apo Canada yakakunda 1-0 musi waMay 28, 1999 uye 2-0 musi waJune 1, 1999. Muna 2000, Canada yakapinda mumakwikwi e2002 FIFA World Cup. Canada yakabvisa Cuba. Zvisinei, Canada yakapedza iri yechitatu pashure peTrinidad neTobago neMexico uye yakabviswa mumutambo wacho. Pasi paOsieck, Canada yakakunda 2000 CONCACAF Gold Cup, ichiwana zita remadunhurirwa rekuti Holgers Heroes, kureva mutambo weterevhizheni Hogans Heroes. Vakarova Colombia mumutambo wokupedzisira. Muna 2001, Canada yakapinda muConfederations Cup. MuConfederations Cup, Canada yakarasikirwa neJapan neCameroon ndokurova Brazil 00. Canada yakapedza iri panzvimbo yokupedzisira muBoka B. Muna 2002, Canada yakabatanidzwa muGold Cupuko Canada yakakunda South Korea mumutambo wenzvimbo yechitatu. Osieck akasiya basa muna September 2003. Mutambo wake wokupedzisira wakanga uri 2-0 kurasikirwa neCuba mu2003 CONCACAF Gold Cup. 