
The Chief Secretary, Singapore, known as the Colonial Secretary, Singapore, before 1955, and the Colonial Secretary, Straits Settlements, before 1946, was a high ranking government civil position in colonial Singapore between 1867 and 1959. It was second only to the Governor of Singapore in the colonial government.

The Governor of the Straits Settlements was appointed by the British East India Company until 1867, when the Straits Settlements became a crown colony. Thereafter the Governor was appointed by the Colonial Office. The position existed from 1826 to 1946. Between 1942 and 1945 the office was not filled, as the Straits Settlements was then under Japanese occupation. From the late 19th century onward, the Governor of the Straits Settlements was usually also British High Commissioner in Malaya and Brunei and British Agent for Sarawak and British North Borneo.

Sir John Anderson was a Scottish colonial administrator, who was once the Governor of Ceylon and Governor of Straits Settlements.

Major-General Sir Archibald Edward Harbord Anson R.A.,, , was a British military commander from the Anson family.

James Wheeler Woodford Birch, commonly known as J. W. W. Birch was a British colonial official who was assassinated in the Malay state of Perak in 1875, an event that led to the outbreak of the Perak War and ultimately to the extension of British political influence over the Malay Peninsula.

Sir Robert Brown Black was a British colonial administrator. Born in Edinburgh and educated at George Watson's College and the University of Edinburgh, he would spend three decades overseas and return to Britain in the 1960s. He was Governor of Hong Kong from 1958 – 1964, Governor of Singapore from 1955 – 1957 and as Colonial Secretary of Hong Kong from 1952 – 1955.

Sir Samuel George Bonham, 1st Baronet was a British colonial governor, who became the 4th Governor of the Straits Settlements and the 3rd Governor of Hong Kong.

Sir Thomas Braddell was an Irish lawyer, the first Attorney-General of the British Colony of Singapore.

Sir Edward Lewis Brockman was a colonial administrator who served briefly as the Colonial Secretary to the Straits Settlements in 1911 and was the chief secretary to the Federated Malay States (FMS) from 1911 to 1920. He announced the establishment of the Town Planning Committee to oversee Kuala Lumpur town planning service. He was descendant of the English Brockman family. Brockman Road in Kuala Lumpur was named after him, where the former Prime Minister office was located.

Major-General William John Butterworth was the governor of the Straits Settlements from August 1843 to 21 March 1855. In 1851, when the Straits Settlements were transferred from the authority of the Governor of Bengal to be directly under the control of the Governor-General of India, Butterworth remained as governor.

Sir Andrew Caldecott was a British colonial administrator.

General Sir William Orfeur Cavenagh was the last India-appointed Governor of the Straits Settlements, who governed the Settlements from 1859 to 1867.

Lieutenant General Sir Andrew Clarke, was a British soldier and governor, as well as a surveyor and politician in Australia.

Sir Cecil Clementi Smith, was a British colonial administrator.

Sir Cecil Clementi was a British colonial administrator who served as Governor of Hong Kong from 1925 to 1930, and Governor and Commander-in-Chief of the Straits Settlements from 1930 to 1934.

Sir Hugh Charles Clifford, was a British colonial administrator.

John Crawfurd was a Scottish physician, colonial administrator and diplomat, and author. He is now best known for his work on Asian languages, his History of the Indian Archipelago, and his role in founding Singapore as the last British Resident of Singapore; the position of Resident was replaced by the Governor of the Straits Settlements.

Edgeworth Beresford David, was a colonial administrator. He was appointed as a cadet in the Colonial Office in 1930 and later became the Colonial Secretary of Hong Kong from 1955 - 1957 and the last Chief Secretary of Singapore from 1958 to 1959. David was the Administrator of Hong Kong for a short time after Sir Alexander Grantham left Hong Kong and Sir Robert Brown Black was named Governor in late 1957.

Sir John Frederick Dickson, was a British colonial administrator in Singapore. He was also President of the Straits Branch of the Royal Asiatic Society from 1886 to 1891. He translated and edited the Upasampadā-kammavācā and the Patimokkha.

Major-General William Farquhar was a Scottish employee of the East India Company, and the first British Resident and Commandant of colonial Singapore.

Sir Robert Fullerton was a governor of Penang and also the first governor of Straits Settlements, appointed by the East India Company.

Sir Franklin Charles Gimson was a British colonial administrator, who served in Ceylon from 1914 to 1941, and later as Colonial Secretary of Hong Kong and Governor of Singapore.

Sir William Allmond Codrington Goode was a British colonial officer who served as governor and colonial secretary to various Far Eastern colonies in the twentieth century. Goode was the last governor of the Crown Colony of Singapore, and the British protectorate of North Borneo.

Sir Laurence Nunns Guillemard was a British civil servant who served as high commissioner in Malaya when it was under the British Empire.

Robert Ibbetson was a colonial governor of the Straits Settlements of Penang, Malacca, and Singapore from 1832 to 1834.

Lieutenant General Sir William Francis Drummond Jervois was a British military engineer and diplomat. After joining the British Army in 1839, he saw service, as a second captain, in South Africa. In 1858, as a major, he was appointed Secretary of a Royal Commission set up to examine the state and efficiency of British land-based fortifications against naval attack; and this led to further work in Canada and South Australia. From 1875 to 1888 he was, consecutively, Governor of the Straits Settlements, Governor of South Australia and Governor of New Zealand.

Colonel Ronald MacPherson, was a soldier, architect and colonial administrator. He is well known for the design of St Andrew Cathedral in Singapore.

Sir William Edward Maxwell, was a British colonial official who served as Colonial Secretary of the Straits Settlements and Governor of the Gold Coast, then a British colony.

Sir Charles Bullen Hugh Mitchell was a lieutenant-colonel in the Royal Marines, before joining the Colonial Service, in which he served in British Honduras, British Guiana, Natal. He then served as Governor of Fiji, of the British Colony of Natal & Zululand (1881–1882), and of the Straits Settlements.

Sir John Fearns Nicoll, was a British colonial governor. He was Colonial Secretary of Hong Kong from 1949 to 1952, and Governor of Singapore from 1952 to 1955.

William Alexander Pickering was the first Protector appointed on 3 May 1877 by the British government to administer the Chinese Protectorate in colonial Singapore. He was the first European official in Singapore who could speak fluent Mandarin and Hokkien and gained the trust of many of the Singapore Chinese. His efforts went a long way towards controlling the problems posed by the secret societies then. Pickering Street in Singapore's Chinatown is named after him.

Henry Nicholas Ridley CMG (1911), MA (Oxon), FRS, FLS, F.R.H.S. was an English botanist, geologist and naturalist who lived much of his life in Singapore. He was instrumental in promoting rubber trees in the Malay Peninsula and, for the fervour with which he pursued it, came to be known as "Mad Ridley".

Sir William Cleaver Francis Robinson was an Irish governor and musical composer, who wrote several well-known songs. He was born in County Westmeath, Ireland, and was educated at home and at the Royal Naval School. He joined the Colonial Office service in 1858 and became the president of Montserrat in 1862. He married Olivia Edith Deane in 1862. He began serving as governor of the Falkland Islands in May 1866 and governed Prince Edward Island from 1870–1873, helping the island join a union with Canada. He became the governor of the Leeward Islands in 1874 and served his first term as the Western Australia governor from 1875–1877. He was appointed governor of the Straits Settlements in 1877 and served as governor of Western Australia a second term from April 1880 to February 1883.

Sir Frank Athelstane Swettenham was a British colonial administrator who became the first Resident general of the Federated Malay States, which brought the Malay states of Selangor, Perak, Negeri Sembilan and Pahang together under the administration of a Resident-General based in Kuala Lumpur. He served from 1 July 1896 to 4 November 1901. He was also an amateur painter, photographer and antique collector.

Sir James Alexander Swettenham was a British colonial administrator who was Governor of British Guiana (1901–1904) and Governor of Jamaica (1904–1907).

Sir William Thomas Taylor, was a British colonial administrator.

Sir Thomas Shenton Whitelegge Thomas, commonly known as Sir Shenton Thomas, was the last Governor of the Straits Settlements. He served from 1934 to 1942, during which time the Second World War broke out, and again from September 1945 to April 1946, when the Straits Settlements was dissolved.

Sir Frederick Aloysius Weld, was a New Zealand politician and a governor of various British colonies. He was the sixth Premier of New Zealand, and later served as Governor of Western Australia, Governor of Tasmania, and Governor of the Straits Settlements.

Captain Sir Arthur Henderson Young was a British colonial administrator.