Freestyle skier Kelly Sildaru took to social media to congratulate her younger brother Henry Sildaru for winning his first Olympic medal, a silver, at the Milano Cortina Olympics. This victory is significant as it marks the continuation of the Sildaru family's strong presence in Estonian winter sports; over the last 16 years, only athletes with the Sildaru surname have won medals for Estonia at the Winter Olympics. Notably, Kelly herself won a bronze medal at the 2022 Beijing Olympics, making their accomplishments even more remarkable in the international arena.

While Kelly Sildaru competed at the Milano Cortina Games, she did not advance to the finals in the park event. However, 19-year-old Henry Sildaru was the only male skier to participate in all three events, reaching the finals in the halfpipe. His success brought home the first medal for Estonia at these Olympics, which was met with jubilation from his family and fans. Kelly expressed her pride and support for Henry in an emotional post on Instagram, indicating the significant bond they share and the joy his achievement brings to their family.

Despite their family accomplishments, it is important to note that there have been tensions between Kelly and Henry, which have led to legal disputes. This adds a layer of complexity to their relationship, especially during a moment of celebration. Nevertheless, this Olympic win represents not just a personal achievement for Henry but also symbolizes the continued legacy of the Sildaru family in competitive skiing, making it a beacon of inspiration for young athletes in Estonia and abroad.