At the
2018 Winter Olympics, Kobayashi competed in the men's normal hill, placing 7th, as well as the men's large hill, placing 10th. He also competed in the team event with teammates
Taku Takeuchi,
Noriaki Kasai, and
Daiki Ito, finishing in 6th place. Kobayashi won his first Olympic gold medal at the
2022 Winter Olympics in
Beijing in the men's normal hill event. He became the third Japanese athlete to win a gold medal in the individual ski jumping events at the Olympics, after
Kazuyoshi Funaki in the individual large hill event in
1998, and
Yukio Kasaya in the individual normal hill event in
1972. He also succeeded in the other event, the men's large hill, placing 2nd. ==Major tournament results==