A1. It has been awhile! 2000 in Sydney, Australia when Marty Nothstein of Trexlertown, PA won the Match Sprint.
A2. in 1984, Connie Carpenter-Phinney of Boulder, Colorado narrowly won the Road Race in front of her teammate Rebecca Twigg. We would have to wait until 2008 for the amazing Kristin Armstrong of Boise, Idaho to win the time trial. She would repeat the feat in 2012 following the birth of her son. She then came out of retirement to win the 2016 Gold, becoming the oldest female cyclist to win a gold medal and the only cyclist to win three individual golds in the same discipline. Finally, in 2020 Jennifer Valente triumphed in the Omnium on the track, surviving a crash in the final event to do so. [Editor’s Note: In 2024 Kristin Faulkner won gold in the women’s individual road race, Chloe Dygert took bronze in the individual time trial. Both riders were also on the gold medal winning women’s team pursuit even on the track. Jennifer Valente, who was also part of the team pursuit squad, successfully defended her Omnium gold medal as well. This brings the official gold medal count to eight, although eleven medals have actually been handed out, since all four riders on the team pursuit squad received a medal.]
A3. (Sir) Jason Kenny of Great Britian with NINE medals, seven of which are gold. A track cyclist, Kenny won Gold in the Team Sprint in 2008, 2012, 2016, and finally Silver in the event in 2020. In the Match Sprint event he won Silver in 2008 and Gold in 2012 and 2016. In the Keirin he took gold in both 2016 and 2020. His wife since 2016 to Laura Trott-Kenny has won SIX Olympic medals on the track as well, including five golds!!!
A4. France! They have won the most cycling medals eight times since 1896 (2896, 1900, 1924, 1936, 1948, 1968, 1996, and 2000). Great Britain is second with six but significantly they have dominated recent Olympics with between 18 and 22 medals each Olympics from 2008 through to 2020.
A5. 2004 and it happened twice! Olga Slyusareva of Russia won the bronze in the time trial event on the road and then took gold in the points race on the track. Dutchwoman Leontien van Moorsel won the gold in road time trial and then took home bronze in the pursuit on the track. [Editor’s Note: In 2024 Kristin Faulkner won gold in the women’s individual road race, Chloe Dygert took bronze in the individual time trial. Both riders were also on the gold medal winning women’s team pursuit even on the track.]