The Presidential Envoy of ROC and Prime Minister of Singapore regularly meet, in the form similar to private state-to-state gesture diplomacy [1] at APEC.

[3] Culturally, the Republic of China and Nanyang Singapore have similarly large populations of ethnic Chinese who have ancestral origins from Fujian, Guangdong and Hainan provinces.

[6] In 2004, shortly before the Prime Minister of Singapore Lee Hsien Loong took office from the then incumbent Goh Chok Tong, he made a visit to Taiwan to familiarise himself with the latest developments there.

[9] In bilateral trade, from 2010[10] till 2012,[11] former Taiwanese vice-president Lien Chan announced talks between Taiwan and Singapore on a proposed economic partnership agreement.

The Taipei Ministry of Foreign Affairs reassigned Vice Foreign Minister Vanessa Shih[13] back after she reportedly angered Lee Kuan Yew and other high-ranking officials with a series of actions including singing the Republic of China (ROC) national anthem and raising the national flag at a public reception celebrating the ROC centennial, as well as making contact with Chen Show Mao, a member of the opposition Workers’ Party.

"[19] In 1975, Premier Chiang Ching-kuo and Lee Kuan Yew signed an agreement codenamed “Project Starlight” (星光計畫, also known as Hsing Kuang), wherein Singapore Armed Forces (SAF) troops would be sent to Taiwan for training and joint exercises.

[20] These exercises, engaging as many as 10,000 troops at any one time, provided officers a chance to simulate wartime conditions more closely and gain experience in the command and control of operations involving several battalions.