seamus dubhghaill

Promoting Irish Culture and History from Little Rock, Arkansas, USA


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Birth of John Millington Synge, Poetic Dramatist

John Millington Synge, a leading figure in the Irish Literary Revival, is born at Rathfarnham, near Dublin, on April 16, 1871. He is a poetic dramatist of great power who portrays the harsh rural conditions of the Aran Islands and the western Irish seaboard with sophisticated craftsmanship.

After studying at Trinity College and at the Royal Irish Academy of Music in Dublin, Synge pursues further studies from 1893 to 1897 in GermanyItaly, and France. In 1894 he abandons his plan to become a musician and instead concentrates on languages and literature. He meets William Butler Yeats while studying at the Sorbonne in Paris in 1896. Yeats inspires him with enthusiasm for the Irish renaissance and advises him to stop writing critical essays and instead to go to the Aran Islands and draw material from life. Already struggling against the progression of Hodgkin’s lymphoma which is untreatable at the time and eventually causes his death, Synge lives in the islands during part of each year between 1898 and 1902, observing the people and learning their language, recording his impressions in The Aran Islands (1907) and basing his one-act plays In the Shadow of the Glen and Riders to the Sea (1904) on islanders’ stories. In 1905 his first three-act play, The Well of the Saints, is produced.

Synge’s travels on the Irish west coast inspire his most famous play, The Playboy of the Western World (1907). This morbid comedy deals with the moment of glory of a peasant boy who becomes a hero in a strange village when he boasts of having just killed his father but who loses the villagers’ respect when his father turns up alive. In protest against the play’s unsentimental treatment of the Irishmen’s love for boasting and their tendency to glamorize ruffians, the audience riots at its opening at Dublin’s Abbey Theatre. Riots of Irish Americans accompany its opening in New York City in 1911, and there are further riots in Boston and Philadelphia. Synge remains associated with the Abbey Theatre, where his plays gradually win acceptance, until his death. His unfinished Deirdre of the Sorrows, a vigorous poetic dramatization of one of the great love stories of Celtic mythology, is performed there in 1910.

John Millington Synge dies at the Elpis Nursing Home in Dublin on March 24, 1909, at the age of 37, and is buried in Mount Jerome Cemetery and CrematoriumHarold’s Cross, Dublin.

In the seven plays he writes during his comparatively short career as a dramatist, Synge records the colourful and outrageous sayings, flights of fancy, eloquent invective, bawdy witticisms, and earthy phrases of the peasantry from Kerry to Donegal. In the process he creates a new, musical dramatic idiom, spoken in English but vitalized by Irish syntax, ways of thought, and imagery.


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The American Civil War Begins

The American Civil War begins on April 12, 1861. There is perhaps no other ethnic group so closely identified with the Civil War years and the immediate aftermath of the war as Irish Americans.

Of those Irish who come over much later than the founding generations, fully 150,000 of them join the Union army. Unfortunately, statistics for the Confederacy are sketchy at best. Still, one has but to listen to the Southern accent and listen to the sorts of tunes Southern soldiers love to sing to realize that a great deal of the South is settled by Irish immigrants. But because the white population of the Confederate states is more native-born than immigrant during the Civil War years, there does not seem as much of a drive in the Southern army to recognize heritage in the names and uniforms of regiments as there is in the Union forces.

In the Union army there is the fabled Irish Brigade, likely the best known of any brigade organization, organized in 1861 and led by the flamboyant General Thomas Francis Meagher. They go into battle with an emerald green flag with a large golden harp in its center, celebrating their heritage even in the midst of death. The Irish Brigade makes an unusual reputation for dash and gallantry. It belongs to the First Division of the Second Corps and is numbered as the Second Brigade. The Irish Brigade loses over 4,000 men in killed and wounded during the war; more men than ever belong to the brigade at any given time. The Irish Brigade is commanded, in turn, by General Thomas Francis Meagher, Colonel Patrick Kelly (killed), General Thomas A. Smyth (killed), Colonel Richard Byrnes (killed), and General Robert Nugent.

In the North, centers of Irish settlement are Boston and New York, both of which have sizeable Irish neighborhoods. There are major immigration periods in the 1830s, 1840s, and 1850s. The numbers steadily increase until, according to the 1860 census, well over one and a half million Americans claimed to have been born in Ireland. The majority of these live in the North. There are periods of severe economic difficulties both before and after the war when the immigrant Irish are singled out for the distrust and hatred of their fellow Americans. “No Irish Need Apply” is a frequently seen placard sign above the doors of factories, shops, warehouses, and farms.

The Irish are chiefly distrusted because they are Catholic, and there is much opposition in the United States to the Church of Rome. The frustration this prejudice causes leads indirectly to the boil-over of tempers in July 1863, when the first official draft is held. A mob of mostly immigrant laborers gather at the site of the draft lottery, and as names are called and those not wealthy enough to purchase a substitute are required to join up, the mob’s temper flares.

The situation escalates into full-scale rioting. For three days, cities like New York and Boston are caught up in a rampage of looting, burning, and destruction. Many of the rioters are frustrated Irish laborers who cannot get jobs, and their targets are draft officials, as well as free blacks living in the North, who seem able to get jobs that the Irish are denied. It takes the return of armed troops from the fighting at the Battle of Gettysburg to bring the cities back to peace and quiet.

Such events do little to help the image of the Irish in America, until many years after the war. Despite their wartime heroics, many Irish veterans come home to find the same ugly bias they faced before going off to fight for the Union. Many of them choose to go into the post war army.

Still others follow Thomas Meagher into Canada, where they join up in an attempt to free Canada from British domination. Many simply choose to remain in the Eastern cities, hoping matters will improve as time goes by. Eventually things do get better for the Irish, but it is many long years before ugly anti-Irish prejudice fades.


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Birth of Engineer John Philip Holland

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John Philip Holland, Irish engineer who develops the first submarine to be formally commissioned by the U.S. Navy, and the first Royal Navy submarine, HMS Holland 1, is born on February 24, 1841.

Holland, the second of four siblings, all boys, is born in a coastguard cottage in Liscannor, County Clare, where his father, John Philip Holland, Sr., is a member of the British Coastguard Service. His mother, a native Irish speaker from Liscannor, Máire Ní Scannláin, is John Holland’s second wife. His first wife, Anne Foley Holland, believed to be a native of Kilkee, dies in 1835. The area is heavily Irish-speaking and Holland learns English properly only when he attends the local English-speaking St. Macreehy’s National School, and from 1858, in the Christian Brothers in Ennistymon.

Holland joins the Irish Christian Brothers in Limerick and teaches in CBS Sexton Street in Limerick and many other centres in the country, including North Monastery CBS in Cork, St. Joseph’s CBS in Drogheda, and as the first Mathematics teacher in Coláiste Rís in Dundalk. Due to ill health, he leaves the Christian Brothers in 1873 and emigrates to the United States. Initially working for an engineering firm, he returns to teaching again for an additional six years in St. John’s Catholic school in Paterson, New Jersey.

While a teacher in Cork, Holland reads an account of the battle between the ironclads USS Monitor and USS Merrimack in the Battle of Hampton Roads during the American Civil War. He realizes that the best way to attack such ships would be through an attack beneath the waterline. He draws a design, but when he attempts to obtain funding, he is turned away. After his arrival in the United States, Holland slips and falls on an icy Boston street and breaks a leg. While recuperating from the injury in a hospital, he uses his time to refine his submarine designs and is encouraged by a priest, Isaac Whelan.

In 1875, his first submarine designs are submitted for consideration by the U.S. Navy, but are turned down as unworkable. The Fenians, however, continue to fund Holland’s research and development expenses at a level that allows him to resign from his teaching post. In 1881, Fenian Ram is launched, but soon after, Holland and the Fenians part company on bad terms over the issue of payment within the Fenian organization, and between the Fenians and Holland. The submarine is now preserved at Paterson Museum in New Jersey.

Holland continues to improve his designs and works on several experimental boats, prior to his successful efforts with a privately built type, launched on May 17, 1897. This is the first submarine having power to run submerged for any considerable distance, and the first to combine electric motors for submerged travel and gasoline engines for use on the surface. The submarine is purchased by the U.S. Navy on April 11, 1900, after rigorous tests and is commissioned on October 12, 1900 as USS Holland (SS-1). Six more of her type are ordered and built at the Crescent Shipyard in Elizabeth, New Jersey. The company that emerges from under these developments is called The Electric Boat Company, founded on February 7, 1899. Isaac Leopold Rice becomes the company’s first President with Elihu B. Frost acting as vice president and chief financial officer. The company eventually evolves into the major defense contractor General Dynamics.

The USS Holland design is also adopted by others, including the Royal Navy in developing the Holland-class submarine. The Imperial Japanese Navy employs a modified version of the basic design for their first five submarines, although these submarines are at least 10 feet longer at about 63 feet. These submarines are also developed at the Fore River Ship and Engine Company in Quincy, Massachusetts. Holland also designs the Holland II and Holland III prototypes. The Royal Navy ‘Holland 1’ is on display at the Submarine Museum in Gosport, England.

After spending 56 of his 73 years working with submersibles, John Philip Holland dies on August 12, 1914 in Newark, New Jersey. He is interred at the Holy Sepulchre Cemetery in Totowa, New Jersey.


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Founding of the American Irish Historical Society

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The American Irish Historical Society (AIHS), a historical society devoted to Irish American history, is founded in Boston on January 20, 1897. In continuous operation since its founding, the Society has been non-partisan and non-sectarian since its inception. The Society is founded as a response to the establishment in 1889 of the Scotch-Irish Society.

AIHS is relocated to New York City in 1904 by T. H. Murray, then serving as Society’s Secretary-General. Perhaps the most notable member of AIHS at the time is President Theodore Roosevelt. The Society’s formal purpose is “to place permanently on record the story of the Irish in America from the earliest settlement to the present day, justly, impartially, fully, and sympathetically correcting neglect and misrepresentation by certain historians of the part taken in the founding, upbuilding and safeguarding of the Nation by persons of Irish birth and descent.” Notable members through the years have included politician William Bourke Cockran, tenor John McCormack, New York Governor Hugh Carey, and performer/composer George M. Cohan. In 1940, the Society moves its headquarters to a Beaux-Arts townhouse at 991 Fifth Avenue in New York City opposite the Metropolitan Museum of Art. The AIHS remains at this location today.

The Society hosts cultural and historical events, publishes a journal entitled The Recorder, and annually awards a Gold Medal to an Irish American or Irish-national of significant accomplishment. Past honorees have included Bono, George J. Mitchell, Mary Higgins Clark, Wilbur Ross, Michael J. Dowling, and Robert McCann.

During the holiday season of 2016, AIHS is home to the Irish Repertory Theatre‘s production of The Dead, 1904. The show is an adaptation of James Joyce‘s The Dead, by novelist Jean Hanff Korelitz and her husband, Irish poet, Paul Muldoon.


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Accused Witch Ann Glover is Hanged in Boston

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Goodwife “Goody” Ann Glover is hanged by the Puritans in Boston on November 16, 1688. She is the last person to be hanged in Boston as a witch, although the Salem witch trials in nearby Salem, Massachusetts, occur primarily in 1692.

Glover is born in Ireland as a Roman Catholic although her birth date and much of her background information is unknown. During Oliver Cromwell‘s invasion of Ireland where he rounds up thousands of Irish and Scots, Glover and her husband are transported as indentured servants to Barbados to work on the sugar plantations. Her husband is executed in Barbados for refusing to renounce his Catholic faith. Historians do not know the context but, at his death, he says that his wife is a witch.

By 1680, Glover and her daughter are living in Boston where they work as housekeepers for John Goodwin. In the summer of 1688, 13-year-old Martha Goodwin accuses Glover’s daughter of stealing laundry. This causes Glover to have a fierce argument with Martha and the Goodwin children which then supposedly causes them to become ill and start acting strange. The doctor that is called suggests it is caused by witchcraft because he could not diagnose or heal the children.

Glover is arrested and tried for witchcraft. It is unclear whether she cannot speak English or just refuses to speak it. It is more likely that she simply does not know English. Instead, she speaks her native language, Irish, and Latin. Reverend Cotton Mather writes that Glover is “a scandalous old Irishwoman, very poor, a Roman Catholic and obstinate in idolatry.” At her trial it is demanded of her to say the Lord’s Prayer. She recites it in Irish and broken Latin, but since she has never learned it in English, she cannot recite it in English. There is a belief that if someone cannot recite the Lord’s Prayer then they are a witch. Her house is searched and “small images” or doll-like figures are found. When Mather is interrogating her, she supposedly says that she prays to a host of spirits and Mather takes this to mean that these spirits are demons. Two Puritan men who supposedly speak Irish say that she confessed to using them for witchcraft. The identity of these men and whether they actually speak Irish is unknown. Many of the accusations against Glover use spectral evidence, which cannot be proven. Cotton Mather visits Glover in prison where he says she supposedly engages in nighttime trysts with the devil and other evil spirits. It is considered that Glover might not be of sound mind and could possibly be mentally ill. Five of six physicians examine her and find her to be competent, so she is then pronounced guilty and put to death by hanging.

On November 16, 1688, Glover is hanged in Boston amid mocking shouts from the crowd. When she is taken out to be hanged, she says that her death will not relieve the children of their malady. There are several testaments of what her final words are. According to some, she says that the children will keep suffering because there are other witches besides her who have been involved with bewitching the children and when asked to name the other witches, she refuses. Another account says that Glover says that killing her will be useless because it is someone else that has bewitched the children. Either way, Ann Glover does believe in witches. A Boston merchant who knows her, Robert Calef, says that “Goody Glover was a despised, crazy, poor old woman, an Irish Catholic who was tried for afflicting the Goodwin children. Her behavior at her trial was like that of one distracted. They did her cruel. The proof against her was wholly deficient. The jury brought her guilty. She was hung. She died a Catholic.”

Three hundred years later in 1988, the Boston City Council proclaims November 16 as Goody Glover Day. She is the only victim of the witchcraft hysteria in the Massachusetts Bay Colony to receive such a tribute. Although Ann Glover’s accusations and death take place before the commonly known Salem Witch Trials, she is the first Catholic martyr in Massachusetts and becomes the basis for many of the cases in the 1692 Salem witch trials.


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Pope John Paul II’s Visit to Ireland

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Pope John Paul II becomes the first pontiff to set foot on Irish soil with his pastoral visit to the Republic of Ireland beginning on September 29, 1979. Over 2.5 million people attend events in Dublin, Drogheda, Clonmacnois, Galway, Knock, Limerick, and Maynooth during what is one of Pope John Paul’s first foreign visits. The visit is occasioned by the centenary of the reputed apparition of Blessed Virgin Mary, Saint Joseph, and Saint John the Evangelist in Knock, County Mayo.

An Aer Lingus Boeing 747, named the St. Patrick, brings Pope John Paul II from Rome to Dublin Airport. The Pope kisses the ground as he disembarks. After being greeted by the President of Ireland, Dr. Patrick Hillery, the Pope flies by helicopter to the Phoenix Park where he celebrates Mass for 1,250,000 people, one quarter of the population of the island of Ireland, one third of the population of the Republic of Ireland. Afterwards he travels to Killineer, near Drogheda, where he leads a Liturgy of the Word for 300,000 people, many from Northern Ireland. There the Pope appeals to the men of violence, “on my knees I beg you to turn away from the path of violence and return to the ways of peace.” The Pope has hopes of visiting Armagh, but the security situation in Northern Ireland renders it impossible. Drogheda is selected as an alternative venue as it is situated in the Catholic Archdiocese of Armagh. Returning to Dublin that evening, the Pope is greeted by 750,000 people as he travels in an open top popemobile through the city centre and visits Aras an Uachtarain, the residence of the Irish President.

The Pope begins the second day of his tour with a short visit to the ancient monastery at Clonmacnois in County Offaly. With 20,000 in attendance, he speaks of how the ruins are “still charged with a great mission.” Later that morning he celebrates a Youth Mass for 300,000 at Ballybrit Racecourse in Galway. It is here that the Pope utters perhaps the most memorable line of his visit, “Young people of Ireland, I love you.” That afternoon, he travels by helicopter to Knock Shrine in County Mayo which he describes as “the goal of my journey to Ireland.” The outdoor Mass at the shrine is attended by 450,000. The Pope meets with the sick and elevates the church to the title of Basilica.

The final day of the visit begins with a trip to St. Patrick’s College, Maynooth, the National Seminary, in County Kildare. Some 80,000 people pack the grounds of the college for the brief visit. A dense fog delays the Pope’s arrival from Dublin by helicopter. The final Mass of the Pope’s visit to Ireland is celebrated at Greenpark Racecourse in Limerick before 400,000 people, many more than had been expected. The Mass is offered for the people of Munster. Pope John Paul leaves Ireland from nearby Shannon Airport travelling to Boston where we begins a six-day tour of the United States.


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Death of Patrick Sarsfield Gilmore, Composer & Bandmaster

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Patrick Sarsfield Gilmore, Irish-born American composer and bandmaster, dies in St. Louis, Missouri, on September 24, 1892. He lives and works in the United States after 1848. While serving in the Union Army during the American Civil War, Gilmore writes the lyrics to the song When Johnny Comes Marching Home, the tune taken from the old Irish antiwar folk song, Johnny I Hardly Knew Ye. This is published under the name Louis Lambert.

Gilmore is born in Ballygar, County Galway, on December 25, 1829. He starts his music career at age fifteen and spends time in Canada with an English band. Already a fine cornet player, he settles in Boston, Massachusetts in 1848, becoming leader of the Suffolk, Boston Brigade, and Salem bands in swift succession. He also works in the Boston music store of John P. Ordway and founds Ordway’s Aeolians, a group of blackface minstrels. With the Salem Band, Gilmore performs at the 1857 inauguration of President James Buchanan.

In 1858, Gilmore founds “Gilmore’s Band,” and at the outset of the American Civil War the band enlists with the 24th Massachusetts Volunteers, accompanying General Ambrose Burnside to North Carolina. After the temporary discharge of bands from the field, Governor John Albion Andrew of Massachusetts entrusts Gilmore with the task of re-organizing military music-making. General Nathaniel P. Banks creates him Bandmaster-general.

When the war ends, Gilmore is asked to organize a celebration, which takes place in New Orleans. That success emboldens him to undertake two major music festivals in Boston, the National Peace Jubilee in 1869 and the World’s Peace Jubilee and International Musical Festival in 1872. These feature monster orchestras of massed bands with the finest singers and instrumentalists, including the only American appearance by “waltz king” Johann Strauss II, and cements Gilmore’s reputation as the leading musical figure of the age. Coliseums are erected for the occasions, holding 60- and 120,000 persons. Grateful Bostonians present Gilmore with medals and cash, but in 1873 he moves to New York City, as bandmaster of the 22nd Regiment. Gilmore takes this band on acclaimed tours of Europe.

On September 24, 1892, back in the United States preparing an 1892 musical celebration of the quadricentennial anniversary of Christopher Columbus‘ voyage of discovery, Gilmore collapses and dies in St. Louis. He is buried in Calvary Cemetery, Queens, New York, where his wife is later interred.

In many ways Gilmore can be seen as the principal figure in 19th-century American music. He holds the first “Promenade Concert in America” in 1855, the forerunner to today’s Boston Pops. He sets up “Gilmore’s Concert Garden,” which becomes Madison Square Garden. He is the Musical Director of the Nation in effect, leading the festivities for the 1876 Centennial celebrations in Philadelphia and the dedication of the Statue of Liberty in 1886. In 1888 he starts the tradition of seeing in the New Year in Times Square.

Patrick Sarsfield Gilmore is inducted into the Songwriters Hall of Fame in 1970.


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State Visit of U.S. President John F. Kennedy

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John F. Kennedy, an Irish American and the first Catholic to become president of the United States, arrives in Ireland on a state visit on June 26, 1963. After Air Force One touches down at Dublin airport, Kennedy’s motorcade weaves through the streets of Dublin city, the thrilled crowd, lacking ticker tape, improvises by throwing rolls of bus tickets.

Kennedy is proud of his Irish roots and makes a special visit to his ancestral home in Dunganstown, County Wexford, while in the country. There, he is greeted by a crowd waving both American and Irish flags and is serenaded by a boys’ choir that sings The Boys of Wexford. Kennedy breaks away from his bodyguards and joins the choir for the second chorus, prompting misty-eyed reactions from both observers and the press.

Kennedy meets with 15 members of his extended Irish family at the Kennedy homestead in Dunganstown. There he enjoys a cup of tea and some cake and makes a toast to “all those Kennedys who went and all those Kennedys who stayed.” His great-grandfather, Thomas Fitzgerald, had left Ireland for the United States in the middle of the Great Famine of 1848 and settled in Boston, becoming a cooper. Generations of his descendants go on to make their mark on American politics.

At the time of JFK’s visit to Ireland, the predominantly Catholic Irish Republic has been an independent nation for 41 years. The northern counties of the island, however, remain part of the largely Protestant British Empire and still suffer from long-standing sectarian violence. On the day after his arrival in Dublin, Kennedy speaks before the Irish parliament, where he openly condemns Britain’s history of persecuting Irish Catholics. Two days later, he travels to England, America’s oldest ally, to meet with British Prime Minister Harold Macmillan and his cabinet to discuss setting up a pro-democratic regime in British Guiana.

Kennedy later tells his aides that his favourite part of the trip was the wreath laying and silent funeral drill done by the Irish Army cadets at Arbour Hill military cemetery in Dublin.

Five months later, his widow, Jacqueline Kennedy, makes a special request to the Irish government. She asks that those same Irish army cadets, who so impressed the President on his visit, perform the drill again at his state funeral. Within days, those awe-stuck, trembling young men stand just inches away from foreign dignitaries from over 90 countries and perform their silent funeral drill in memory of a president that had inspired their country just a few short months earlier.


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Execution of Thomas Kent

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Irish nationalist Thomas Kent is executed at Cork Detention Barracks on May 9, 1916. Kent’s story is one of the stranger episodes that happens after the rebellion in Dublin has been quelled. Unlike the Dublin rebels, Kent does not go out to fight. Rather the British come to him looking for trouble.

Kent is part of a prominent nationalist family who lives at Bawnard House, Castlelyons, County Cork. After spending some time in Boston, he returns to Ireland because of poor health. He is active in the Land League, Sinn Féin, and the Irish Republican Brotherhood. With the launch of the Irish Volunteers in 1913, he is prominent with another legendary Cork man, Terence MacSwiney, in organizing and training recruits.

The Kent family is prepared to take part in the Easter Rising but when the mobilisation order is countermanded by Eoin MacNeill, commander of the Irish Volunteers, on April 22, they stay at home. The rising nevertheless goes ahead in Dublin on Easter Monday. The Royal Irish Constabulary (RIC) is dispatched to arrest well-known sympathizers throughout the country including, but not limited to, known members of the Irish Republican Brotherhood, Sinn Féin, and the Irish Volunteers.

When the Kent residence is raided at 3:45 AM on May 2, the RIC is met with resistance from Thomas and his brothers Richard, David, and William. A gunfight lasts for four hours, during which RIC officer Head Constable William Rowe is killed and David Kent is seriously wounded. Eventually the Kents are forced to surrender, although Richard makes a last-minute dash for freedom and is fatally wounded.

Thomas and William are tried by court martial on May 4 on a charge of “armed rebellion.” William, who is not political, is found innocent, but Thomas is found guilty in the death of Constable Rowe and is sentenced to death. Before being led out for his execution, Kent says, “I have done my duty as a soldier of Ireland and in a few moments, I hope to see the face of God.” He is executed by firing squad in Cork in the early morning hours of May 9. David Kent is brought to Dublin where he is charged with the same offence, found guilty, and sentenced to death, but the sentence is commuted, and he is sentenced to five years penal servitude.

Apart from the singular case of Roger Casement, Thomas Kent is the only person outside of Dublin to be executed for his role in the events surrounding Easter Week. He is buried on the grounds of Cork Prison, formerly the Military Detention Barracks at the rear of Collins Barracks, Cork. The former army married quarters at the rear of Collins Barracks are named in his honour.

Taoiseach Enda Kenny offers a state funeral to the Kent family early in 2015 which they accept. Kent’s remains are exhumed from Cork prison in June 2015 after being buried for 99 years. The state funeral is held on September 18, 2015, at St. Nicholas’ Church in Castlelyons. Kent lay in state at Collins Barracks in Cork the day before. The requiem mass is attended by President Michael D. Higgins, with Enda Kenny delivering the graveside oration.


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Hugh O’Brien – First Irish Mayor of Boston

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Hugh O’Brien is sworn in as Boston’s 31st mayor and first Irish mayor on January 5, 1885, marking the beginning of a new era in Boston politics.

Born in Ireland on July 13, 1827, O’Brien moves with his family to Boston when he is five years old, well before the potato famine sends waves of impoverished Irish men and women to Boston. He spends seven years in the Boston public schools and is apprenticed to a printer at the age of 12.

Working first for the newspaper Boston Courier and then for a Boston printer, O’Brien excels at the printing business, making foreman when he is only fifteen. He starts his own publication, Shipping and Commercial List, and is soon successful enough to become a respected member of the Boston business elite.

O’Brien’s business success draws the attention of Patrick Maguire, publisher of The Republic newspaper and the unofficial head of Irish politics in Boston. He orchestrates O’Brien’s election to the city’s Board of Aldermen.

Boston has long been controlled by native-born Protestants, generally called “Yankees,” most of whom have a stereotypical view of Irish immigrants as poor, ignorant, undisciplined, and under the thumb of the Catholic Church. But the Irish-born population of Boston is exploding, making up over 40% of the city’s population by 1885.

By 1883, Maguire decides that the time has come for Boston to elect an Irish-born mayor. He devises a two-part strategy. O’Brien will be the public face of the campaign, an able public official who criticizes the previous administration for increasing taxes. O’Brien’s pledge to reduce the tax rate without cutting city services appeals to the Yankee tradition of frugality. Meanwhile, behind the scenes, Maguire develops a system of Irish ward bosses who visit each household in the neighborhood and make sure that every eligible Irishman votes for O’Brien. O’Brien sweeps 15 of Boston’s 25 wards and, on December 10, 1884, becomes the first Irish Catholic to be elected Mayor of Boston.

O’Brien surprises the opposition by governing the city in a conservative and honest way during his four terms in office. He cuts tax rates as promised. He also widens streets, establishes the commission that hires Frederick Law Olmsted to design the Emerald Necklace park system, and builds the new Boston Public Library in Copley Square. He disarms his critics by enlisting Yankee and Republican businessmen to serve on the committees overseeing these projects.

Hugh O’Brien dies on August 1, 1895, and is buried at Holyhood Cemetery in Brookline, Massachusetts.