Bradley Chalupski started playing skeleton in 2006. He has been a member of his country's national team since 2010 and takes part in international competitions. He contested his first races in the America's Cup at the start of the 2010/11 season in Park City and was 18th there. In the fourth race he came in ninth in the top ten in Lake Placid . In the following race he achieved his best result in the racing series with seventh place. Shortly thereafter, he continued to start in Lake Placid, now in the Intercontinental Cup , where he was 18th and 16th. The highlight of the season was the 2011 Skeleton World Championship in Königssee , where Chalupski was 33rd.