poll to compile the list of the club's greatest-ever players, O'Leary was voted 14th. O'Leary assumes the role of a club ambassador for Arsenal. Leeds United O'Leary joined Leeds on a free transfer in 1993 after 19 years at Highbury. O'Leary played in the Leeds side until he suffered an achilles' tendon injury. He was still on the club's payroll at the beginning of the 1995–96 season, but that September, he gave in to his injury and announced his retirement from football at the age of 37, after only 14 appearances in all competitions. International career O'Leary's international debut with the Republic of Ireland came as a teenager in a 1–1 draw with England in 1976. Following the appointment of Jack Charlton, O'Leary was frozen out of the international setup for 2 years. After being left out of a squad for a mini tournament in Iceland in May 1986, O'Leary booked a family holiday, which he decided not to cancel when he was eventually asked up to the squad following several withdrawals. O'Leary did not feature until November 1988, thus missing out on Euro 88. The highlight of his 68-cap international career came in the 1990 World Cup. With Ireland in a penalty shootout with Romania, Packie Bonner saved Daniel Timofte's last penalty. O'Leary then stepped up to take the decisive final penalty to win the shootout 5–4 to take Ireland to the quarterfinals. O'Leary's strike has since been voted as the greatest moment in Irish footballing history. Shortly after the World Cup, O'Leary scored his only goal for the Republic of Ireland in a 5–0 win over Turkey in a Euro 92 qualifier. Managerial career When the former Arsenal manager George Graham was put in charge at Leeds United in September 1996, O'Leary was installed as his assistant. He remained in this position for two years. Leeds United The Leeds United board offered several candidates the manager's position following George Graham's departure, but these deals fell through. During this time, O'Leary successfully acted as caretaker manager and was subsequently promoted to manager. At the end of the 1998–1999 season, Leeds finished fourth in the Premier League and qualified for the UEFA Cup. Their 1999-2000 UEFA Cup campaign ended in the Cup semifinal with defeat to the Turkish side Galatasaray, following the murders of two Leeds fans during violence the night before. On the domestic front, Leeds finished third in