Ruby received a Bachelor of Arts degree from York University in 1963. He earned an Bachelor of Laws degree from the University of Toronto in 1969, and was called to the bar in 1969. In 1973 he earned a Master of Laws from the University of California, Berkeley.
In 2006, he was made a Member of the Order of Canada.
In late 2005, Clayton Ruby became the acting Treasurer, or elected head, of the Law Society of Upper Canada, the body responsible for regulating the Province of Ontario. On February 23, 2006, however, Ruby was defeated in a special election and ceased to be Treasurer.
He is married to Madam Justice Harriet Sachs of the Superior Court of Justice of Ontario.
Clayton Ruby's father, Louis Ruby, was publisher of Flash Weekly a crusading Toronto tabloid and scandal sheet that ran from the late 1930s until the 1970s.
In 2012, Ruby represented a plaintiff who attempted to oust Mayor Rob Ford of Toronto in a high-profile conflict of interest case, which the plaintiff and Ruby won. The mayor subsequently launched an appeal. On January 25, 2012 Mayor Rob Ford won the appeal and will stay in office.
Some of Ruby's high-profile clients have been the following:
- Dwayne Karlton Armstrong
- The Church of Scientology
- Atif Rafay and Glen Sebastian Burns
- Abdurahman Khadr
- Svend Robinson
- Guy Paul Morin
- A group of four people challenging Ontario's Adoption Information Disclosure Act
- The Banned Aid Coalition
- Charlie Veitch
- Reynolds, W. Richard (1991-04-23). "Scientology church on trial in Canada". St. Petersburg Times. p. 8.A. Retrieved 2006-09-05.
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