James Connolly 5 June 1868 – 12 May 1916) was an Irish republican and socialist leader, aligned to syndicalism and the Industrial Workers of the World. He was born in the Cowgate area of Edinburgh, Scotland, to Irish immigrant parents. He left school at the age of 11, but became one of the leading Marxist theorists of his day. He also took a role in Scottish and American politics. He was executed by a British firing squad because of his leadership role in the Easter Rising of 1916.

Connolly was not actually held in gaol, but in a room (now called the "Connolly Room") at the State Apartments in Dublin Castle, which had been converted to a first-aid station for troops recovering from the war.

Connolly was sentenced to death by firing squad for his part in the rising. On 12 May 1916 he was taken by military ambulance to Royal Hospital Kilmainham, across the road from Kilmainham Gaol, and from there taken to the gaol, where he was to be executed. Visited by his wife, and asking about public opinion, he commented, "They will all forget that I am an Irishman."

Connolly had been so badly injured from the fighting (a doctor had already said he had no more than a day or two to live, but the execution order was still given) that he was unable to stand before the firing squad; he was carried to a prison courtyard on a stretcher. His absolution and last rites were administered by a Capuchin, Father Aloysius Travers. Asked to pray for the soldiers about to shoot him, he said: "I will say a prayer for all men who do their duty according to their lights." Instead of being marched to the same spot where the others had been executed, at the far end of the execution yard, he was tied to a chair and then shot.

His body (along with those of the other rebels) was put in a mass grave without a coffin. The executions of the rebels deeply angered the majority of the Irish population, most of whom had shown no support during the rebellion. It was Connolly's execution, however, that caused the most controversy. Historians have pointed to the manner of execution of Connolly and similar rebels, along with their actions, as being factors that caused public awareness of their desires and goals and gathered support for the movements that they had died fighting for.

The executions were not well received, even throughout Britain, and drew unwanted attention from the United States, which the British Government was seeking to bring into the war in Europe. H. H. Asquith, the Prime Minister, ordered that no more executions were to take place; an exception being that of Roger Casement as he had not yet been tried.