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During the Irish War of Independence he was brigadier of the Dublin Brigade of the Irish Republican Army and led the attack on The Custom House in 1921 and an ambush on the West Kent Regiment at Claude Road, Drumcondra on 16 June 1921 when the Thompson submachine gun was fired for the first time in action.
On 7 June 1896 he chaired an open-air meeting on the steps of the Custom House in Dublin which launched the Irish Socialist Republican Party, although he declined to join it himself.
Nathaniel Hawthorne worked in the Custom House as surveyor for Salem from 1846–1849, and the introduction to his famous novel The Scarlet Letter is set there.
The rest of the committee returned to New York, and after receiving testimony and evidence from the custom-house in its own defense, ordered the testimony taken by Mr. Van Wyck to be deposited with the Clerk of the House "subject only to the inspection of any member of the committee."
He was commissioned to create public works commemorating the IRA and other republicans, including the Custom House Memorial (Dublin), the East Mayo Brigade IRA Memorial, the Republican Memorial (Crossmaglen), and the Ballyseedy Memorial (Kerry).