In 1912, he was appointed legal adviser to the Government of Gambia. In 1918, he was appointed Attorney General of the Nyasaland Protectorate, before being appointed to the High Court of the Nyasaland Protectorate in 1920. He was subsequently Attorney General of Tanganyika Territory between 1924 and 1929. He was the 23rd Attorney General of Ceylon.[1]
Between 1937 and 1940, Jackson was Legal Secretary to the Government of Malta, and he was the Colony's Lieutenant Governor between 1940 and 1943. From 1943 to 1951 he was Chief Justice of Cyprus. In 1953 he served as judge, then Chief Judge, to the Supreme Court of the British Zone of Occupation in Germany. He also served on various government boards in relation to Germany.[citation needed]