By 1986, Osiander's success with the Olympic Festivals and the Greek Americans led Chyzowich, now head of USSF, to hire Osiander to replace fired Alkis Panagouliasas as the head coach of the U.S. national team. The team was in the middle of rebuilding following its failure to qualify for the 1986 FIFA World Cup. As the International Olympic Committee (IOC) allowed countries outside of Europe and South America to field their full national teams in the Olympics, Osiander turned his attention to qualification for the 1988 Summer Olympics to be held in Seoul, South Korea. The qualification campaign nearly ended as soon as it began when Canada defeated the U.S. 2–0 in the first leg of their home and away first round series. At the time, series winners were decided on goal differential with away goals counting for two points and home goals only one. In other words, the U.S. needed to win the follow-up game 3–0. If it let Canada gain even one goal in the game in the U.S., then the score would need to be 5-1 for the U.S. to make the next round. On May 30, 1987, Osiander's team rose to the challenge and shutout Canada, while scoring the three needed goals. The U.S. went on a tear in the second round, going undefeated against Trinidad and El Salvador, outscoring its opponents 13 to 4, and winning a spot in Seoul. In those games, the U.S. underachieved, running to a 1-1-1 record and failing to make the second round. On January 16, 1989, USSF released Osiander when it announced the hiring of Bob Gansler as the full-time national team coach. By this time Osiander had set the U.S. national team back on track. In addition to the marvelous Olympic qualification campaign, Osiander led the team through a successful first round of World Cup qualification with a scoreless away tie with Jamaica followed by a 5-1 crushing of the Reggae Boyz. Osiander compiled a 13–7 record with the team in full internationals during his tenure as coach.