Background
He was born in Aberdeen, Scotland, the son of Helen Booth and her husband, Alexander Watson.
He was born in Aberdeen, Scotland, the son of Helen Booth and her husband, Alexander Watson.
In his youth, the family emigrated to Canada where they settled in the city of Toronto, Ontario where Alexander Watson became involved in Thoroughbred racing. Alexander"s sister, Georgina, married Ross Robertson, and they too emigrated to the United States. Their son, Alfred Robertson, was also a highly successful jockey who was inducted in the United States. Racing Hall of Fame.
In 1937, amidst rumours of race-fixing, Bobby Watson was one several jockeys whose license was revoked by the Canadian Racing Association for what was deemed to be "suspicious behaviour." Reinstated, in 1939 he began winning important races at Old Woodbine Race Course and, according to his induction biography at the Canadian Horse Racing Hall of Fame, "Watson absolutely dominated horse racing in Ontario in the 1940s."
Bobby Watson retired from riding in the 1950s, ending a career that spanned more than 25 years.
He served as an Ontario racing steward for the Jockey Club of Canada during in the 1970s and 1980s.