Jackson was born on 31 May 1892 to Thomas and Ann Jackson, and lived in Allandales, Kirton, in Lincolnshire county. After working as a drayman, he moved to Nottingham in about 1912 or 1913 and worked on the railways there. He later started working as a bricklayer for a building company.
Jackson joined the British Army in April 1915 and was posted to the 18th Hussars. As a trooper, he was dispatched to France for service on the Western Front. After a few months he was transferred to The East Yorkshire Regiment, and assigned to 7th Battalion. He participated in the capture of Fricourt, on the opening day of the Battle of the Somme, and was wounded two weeks later during the Battle of Bazentin Ridge. Repatriated to England for medical treatment and on recovery served with a reserve battalion. He rejoined the 7th Battalion in 1917. During the Spring Offensive of 1918, the East Yorkshire Regiment were tasked with the defence of Hermies. On 22 March, Jackson, now a sergeant, volunteered for an intelligence gathering patrol, which had to be conducted while the Germans laid down an artillery barrage. Later the same day, he was heavily involved in fighting off a German attack that initially penetrated his battalion's position and then put an machine-gun post out of action. Over the following days, the regiment conducted a fighting retreat. Near Albert, on 31 March, he took command of his company after all the officers had been killed or wounded and even retrieved wounded men while under fire. For his actions over the period 22 to 31 March 1918, he was awarded the Victoria Cross. The VC, instituted in 1856, was the highest award for valour that could be bestowed on a soldier of the British Empire. The citation for his VC read as follows: Jackson received his VC ribbon from Lieutenant GeneralCameron Shute, commander of V Corps, on 18 May. He returned to England to be presented with the VC medal itself; this ceremony took place at Buckingham Palace on 26 June. A public reception was later held for him at his home town of Kirton. After a period of leave, he returned to his battalion, which was still on the Western Front. He was killed in action at Thiepval, France on 24 August 1918. Originally buried near where he was killed, in 1927 his remains were relocated to the AIF Burial Ground at Flers. He is commemorated on several memorials; that in his home town, one in Boston and at Wood Green in London.
The medal
Jackson's medals also included the 1914–15 Star, British War Medal, and the Victory Medal. His sister, Mary Searby, had possession of his VC and later lent it to her father, Thomas Jackson, for a function at Buckingham Palace. The VC remained with him until his death, at which time it was returned to Searby. It was later passed onto her niece in the mid-1950s. It, along with Jackson's other medals, was sold to a private collector in 1989.