A former pilot in the Royal Air Force, Roger Cruickshank originally competed in swimming at county level, before turning his attention to skiing. Cruickshank made his Olympic debut at the 2006 Winter Olympic Games in Turin, but not without high levels of drama that inevitably affected his performance at the Games.
Prior to the Games, in March 2005, Cruickshank was involved in a severe crash, shattering his left tibia which consequently required a metal plate with nine pins being permanently fixed into his leg. After regaining the ability to walk in June 2005, he somehow managed to qualified for the Olympics.
In the Men's Downhill event, skiing with a knee-brace, Cruickshank finished 37th in both Downhill and Super G events.