Reginald Appleby was born at Portsea Island, Hampshire, England, in 1865 to George Walton Appleby of Durham and Agnes Sterry Tucker of Tankfield, Paget East, Bermuda. His parents had married at St. Paul's Church, Paget, in on [8 September, 1859. His father, at the time, resided in Pembroke, Bermuda and was an officer in the 26th Regiment of Foot, into which he had been commissioned as an Ensign with seniority from 18 August, 1854, and promoted to Lieutenant with seniority from 30 March, 1855. His regiment served as part of the Bermuda Garrison from 1854 'til October, 1859, after which it sailed to Portsmouth, before being posted to Dublin, Ireland. His father was described in the 1871 census as widowed and "Late Captain Landowner" and in 1881 as "Late Cpt 31st Regmt". Reginald had three brothers and a sister. His mother was born in Pembroke, Bermuda, on the 5 May, 1839, the daughter of Benjamin Jennings Tucker and Catharine Dickinson Tucker. The Tucker family had been prominent in Bermuda since Daniel Tucker was appointed Governor in 1616. The Jennings family of Bermuda included privateer Henry Jennings. His mother died in 1870 and his father remarried, to Drusilla Matthews, his former servant who had been with the family when his first wife was alive. George and Drusilla gave Reginald several half-siblings. Reginald Appleby married Edith Mary Gosling at St. Paul's Church, in Paget, Bermuda, on the 18 September, 1899,and they had a daughter, Prudence Tucker, later Prudence Pearman. The family lived in Westmoreland, Pembroke Parish, Bermuda.
Career
Appleby passed his final law exams in England in 1887. He was in partnership with Reginald Gray, later Sir Reginald Gray, attorney-general of Bermuda, from 1893 to 1897 in Bermuda as Gray & Appleby. In 1898 he founded his own eponymous law firm. By 1903 he was a justice of the peace when he sat on the marine court of inquiry into the wreck of the S.S. Madiana. In 1938 he and Sir Dudley Spurling merged their practices to establish Appleby & Spurling. The year after Appleby's death in 1948, that firm merged with William Kempe to become Appleby Spurling Kempe, one of the predecessors of the firm that now trades as Appleby, the firm at the centre of the Paradise Papers leaks in 2017. He served in the Bermuda Volunteer Rifle Corps, commissioned as a Second-Lieutenant with seniority from the 9 March, 1895. In 1900 he was the acting Adjutant, with the rank of Captain. He was promoted to Major on the 5th of November, 1903, on becoming the Commanding Officer. In 1916 he was awarded the Volunteer Officers' Decoration. During the First World War, the BVRC fulfilled its role within the Bermuda Garrison while also sending a contingent of 88 other ranks under the command of Appleby's cousin, Captain Richard Jennings Tucker, to join the 1st Battalion of the Lincolnshire Regimenton the Western Front in June, 1915. Appleby remained in command of the BVRC 'til succeeded by Major Richard Jennings Tucker in 1920. He was appointed to the Legislative Council of Bermuda in 1928 and according to The Irish Times, citing reports in Bermuda's The Royal Gazette, spoke against the idea of the introduction of an income tax in Bermuda at a Legislative Council meeting in 1940, siding with "those who look on all income tax as man's last refinement of torture, to be resisted at all costs".
