After graduation, Taylor joined
Goodmans LLP, a Toronto-based full-service law firm, where she practiced corporate securities and competition law. From May 1988 to May 1989, Taylor was seconded by Goodmans to the
Ontario Securities Commission where she worked in corporate finance and enforcement. In the summer of 1989, Taylor joined
Four Seasons Hotels and Resorts. She held a number of senior leadership roles during her 24-year career with the company, up to president and chief operating officer (2007) and then president and
chief executive officer (2010). In 2013 shareholders removed her as CEO; this was understood to be because the pace of international growth was not as fast as expected. Taylor has received numerous awards for her business leadership, including the Cornell Hospitality Innovator Award (2012), the Schulich School of Business Award for Outstanding Executive Leadership and the inaugural Medal for Career Achievement from the Hennick Centre for Business and Law at York University. Taylor has been inducted into the Canadian Marketing Hall of Legends and was named to Canada's Most Powerful Women Hall of Fame by the Women's Executive Network (WXN) after being honored by WXN in 2011, 2014, 2016 and 2017. In 2016, Taylor received the Governance Professionals of Canada Peter Dey Governance Achievement Award and was made a Member of the Order of Canada. Report on Business magazine named Taylor among the 50 most powerful people in Canadian Business in 2017. In 2021, Taylor was honored with a Lifetime Achievement Award from the Americas Lodging Investment Summit (ALIS) in recognition of her significant contributions to the hospitality industry. Taylor has received an Honorary Doctorate of Laws from the University of Toronto, McGill University, York University and Trent University; an Honorary Doctorate of Humane Letters from Mount Saint Vincent University; and an Honorary Doctorate of Divinity from Huron University College. ==Personal life==