Chan served as Singapore's Permanent Representative to the United Nations from 1989 to 1991. During this time, she was concurrently accredited as the High Commissioner to Canada and Ambassador to Mexico. She became the Ambassador to the United States in 1996. At the time, she was the first woman ambassador from an East Asian country to be assigned to the United States. Chan expressed surprise at her appointment, noting "I'm anti-establishment and was a bit of a dissident before I was appointed ambassador. It came as something of a shock to me when I was offered the ambassadorship because I was highly critical of government in a society that is not used to being critiqued." Like Tharman Shanmugaratnam, Ho Kwon Ping and other former political critics, Chan is part of a small group of well-educated dissidents who have subsequently been appointed into high-profile positions in the People's Action Party -dominated Singapore government, or who have otherwise become part of the establishment. In 1998, Chan received the Inaugural International Woman of the Year Award from the Organization of Chinese American Women, and Singapore's first "Woman of the Year" award in 1991. Chan received Singapore's Public Administration Medal in 1999, Meritorious Service Medal in 2005 and the Distinguished Service Order, the highest National Day Award, in August 2011. Chan left her post as Singapore's Ambassador to the US on 23 July 2012, and was replaced by Ashok Kumar Mirpuri. During her tenure, bilateral relations between Singapore and the US improved tremendously. In May 2003, Singapore and US signed the US-Singapore Free Trade Agreement, the first FTA that the US entered into with a Southeast Asian country. Both countries also enhanced their ties in areas of defence and security. During October 2012, in relation to a discussion on the choice Asian nations may have in terms of supporting China or the US, Chan was quoted as saying, "The United States should not ask Asian countries to choose. You may not like the results if you ask countries to choose." Chan was appointed to the Presidential Council for Minority Rights in 2012 and was re-appointed in 2015. She was also appointed as the chairman of the National Arts Council in 2013. From November 2012 to October 2015, the Singaporean government appointed her for a three-year term service as Singapore’s Representative to the ASEAN Intergovernmental Commission on Human Rights, succeeding Singapore’s first AICHR Representative, Mr Richard R. Magnus.
Controversies
In October 2015, Chan's call to retain the Chinese-Malay-Indian-Others framework as it "sets minority communities here at ease" sparked a debate, with a Malay Singaporean finding her "very wrong. She is from majority and she is elite. She doesn't represent us". An online poll on Dialectic.sg found a majority of 52.8% of the respondents in favour of abandoning such racial categorisation. In November 2015, Chan spoke at the Singapore International Film Festival to defend the National Arts Council 's censorship policies, prompting calls to boycott the NAC. Chan, NAC's chairman, did not warn the organisers, the strictly no-censorship SGIFF, of her talk's contents. Notably, NAC does not even oversee or supervise Singapore's film industry. In February 2016, Chan, who is on the Yale-NUS College governing board, delivered a speech defending Singapore's decision to uphold Section 377A at the 24th session of the United Nations Human Rights Council's Universal Periodic Review in Geneva, Switzerland. Her speech prompted students' calls for Chan's removal from the school's governing board, while others said a removal would be unfair because Chan was speaking as a Singaporean ambassador, not as a governor of the college. The school rejected calls to remove her.
Personal life
Chan's father was a businessman. She has two brothers and a sister. Her brother Alan Chan was a top civil servant and the current CEO of Singapore Press Holdings while the other brother Chan Heng Wing is also a diplomat and currently serves as Singapore's Ambassador to the Republic of Austria. She was formerly married to architect Tay Kheng Soon.