August 1961- Born
1983 - Graduates from Trinity College, University of Cambridge with a degree in Chemistry as a SAF (Overseas) scholar
1999 - Becomes Chief of Navy
July 2003 - Becomes chief executive of the Maritime and Port Authority of Singapore
June 2005 - Becomes chief executive of the Housing Board
May 2006 - Enters politics and is elected a People's Action Party MP for Tanjong Pagar. Is identified as one of four potential office-holders in his batch
May 2006 - Appointed Minister of State for Education
April 2008 - Promoted to Senior Minister of State for Education and Information, Communications and the Arts
November 2010 - Promoted to Minister for Information, Communications and the Arts
May 2011 - Stands for election in Moulmein-Kallang GRC
May 2011 - Appointed Minister for Transport, taking over Raymond Lim, and Second Minister for Foreign Affairs
Aug 2015 - Announces intention not to stand in the upcoming General Election