1–1 away draw on 17 November 2004 during 2006 World Cup qualification in which he was substituted for Jason Euell in the 72nd minute. Managerial career Seba United When Whitmore returned to Seba United in 2006, he returned as both a player and a coach. Jamaica In November 2007, he was brought on as interim manager of the Jamaica national team after the firing of former manager Bora Milutinović. Jamaica won both games, friendlies against El Salvador and Guatemala, under his watch. He was then retained as an assistant under new coach Renê Simões. Simões lasted nine months as manager due to poor play in the third round of CONCACAF World Cup qualifiers, and upon his release on 11 September 2008, he was again appointed interim manager until newly appointed manager John Barnes would be available in November. As interim manager in October 2008, Whitmore guided the Reggae Boyz to back-to-back 1–0 wins against Mexico and Honduras that gained him tremendous support as a manager and put the Jamaicans into range for advancement with one game remaining in semifinal round group play. He again took the reins of the national team when John Barnes left the position in June 2009, to take up a management job at Whitmore's former club Tranmere Rovers in the English League. Whitmore's team struggled during the 2009 CONCACAF Gold Cup and were eliminated in the first round. As a part of the national team rebuilding efforts which started in August 2009, he led the squad to three draws and one win to end 2009. In December 2010, he led Jamaica to the 2010 Digicel Cup title. After qualifying Jamaica for the CONCACAF Hexagonal final round in 2012, Whitmore resigned as head coach in June 2013. From December 2014 through February 2015, he served as Jamaica national u20 coach. In September 2016, Whitmore was named interim head coach of Jamaica In May 2018, Whitmore signed a four-year contract with the JFF. On 9 December 2021, Whitmore was dismissed as senior national team head coach. by the JFF. Personal life Whitmore was injured in a car accident that led to the death of Reggae Boyz' teammate Stephen Malcolm. After the accident he was charged with manslaughter, of which he was later acquitted. In November 2013, Whitmore's 14-year-old son, Jouvhaine, died after being struck by a vehicle while riding his bicycle. Whitmore's second son Gianni is said to