Cuba at the Olympics Cuba at the Olympics Cuba first participated at the Olympic Games in 1900, and has sent athletes to compete in 20 of 28 Summer Olympic Games overall. Cuban athletes have won a total of 226 medals at the Summer Olympics (78 gold, 68 silver, 80 bronze). Cuban athletes have never participated in the Winter Olympic Games. Cuba is the most successful Olympic team (by total medals won) among those nations who never even participated at Winter Olympics. Cuba has won the third position of American countries in gold medals (trailing only the United States and Canada), and has won more
Singapore at the Olympics Winter Olympics debut at the 2018 Winter Olympics, with speed skater, Cheyenne Goh, competing in the short track speed skating event. The country has won five Olympic medals, the first at the 1960 Summer Games, the second at the 2008 Summer Games and the third and fourth at the 2012 Summer Games. At the 2016 Summer Games Singapore won their first ever gold medal and the fifth overall. Singapore's first Olympic medal was won by Tan Howe Liang, who won silver in lightweight weightlifting in 1960. The first Olympic gold medal was won by Joseph Schooling in the men's 100