headmaster and sports administrator, Hugo Chambers. The event takes place in the Liguanea/Papine area. The event is usually organised for October or November annually and includes , and events. Basketball Jamaica College has been dubbed the school of basketball in Jamaica. Many of its titles were won in the late 1990s and early 2000s. Jamaica College participates in the KFC-sponsored ISSA Schoolboy Basketball Competition as a member of the Southern Conference. Cricket The urban area secondary schools compete annually in the Grace Shield Schoolboy Cricket Competition, a Grace-sponsored schoolboy cricket competition. Football The ISSA Manning Cup Schoolboy Football Competition, was first played in Jamaica in 1909. Jamaica College won the Manning Cup for eight of the first nine years, losing only once in 1920. , Jamaica College has won 27 Manning Cup titles, making them the school with the most wins. The ISSA/Pepsi/Digicel Schoolboy Walker Cup Knock-out Competition is a knock-out tournament of the top eight teams emerging from the first round of the Manning Cup competition. The number of teams and the knock-out nature of the competition allow for only three rounds of play; the quarter-final round, semi-final round then the final. The Walker Cup is held after the first round and before the inter-zone round of the Manning Cup. In 2009, after a century of schoolboy football history in Jamaica, Jamaica College attained their first hold on the Walker Cup. The Sydney Olivier Interscholastic Challenge Shield is the oldest and most prestigious schoolboy football title in Jamaica. The Olivier Shied, as it is more commonly known, is a two-game playoff which symbolises schoolboy football supremacy as the Manning Cup Champions (who emerge from Jamaica's corporate area schools) are pitted against their rural area counterparts, the DaCosta Cup Champions. Jamaica College have made good on their Olivier Shield acquisitions, having been able to obtain the trophy 75% of the time that they are Manning Cup Champions. , Jamaica College has won the Olivier Shield 18 times. This record, when coupled with Jamaica College's win percentage in the Manning Cup, makes them the most successful high school in Jamaica. In December 2010, Jamaica College completed a historic triple by winning all the Under-19 schoolboy football competitions on offer during a single season. Consequently, Jamaica College was also successful in defending the Walker Cup in the 2010 season of football which meant that this was the first time in the school's