Caley obtained his law degree from the University of Ottawa. During his studies, he was a research assistant for the Acting Dean of the Law School, an assistant editor of the University of Ottawa Law and Technology Journal, and a member of the varsity golf team. Caley is bilingual and completed both his undergraduate and law degrees in French. Following law school, Caley moved to the U.K. where he received his LL.M. (with distinction) from the University of Strathclyde in Glasgow. Caley returned to London to article with a prominent regional law firm and joined Dyer Brown subsequent to his call to the Bar in 2011. He practices in civil litigation, with a particular focus on insurance matters, and has appeared before the Superior Court Justice and the Court of Appeal for Ontario. Outside of the office, Caley enjoys spending time with his family, and can occasionally be found on the links.