Hogan is one of four sons and three daughters of Patrick Hogan, farmer, and Margaret Hogan (née Galvin). His family are staunch nationalists who have been heavily involved in the land struggle. He is the brother of Major General Daniel (Dan) Hogan, who is Chief of Staff of the Defence Forces in the 1920s. On November 19, 1920, Hogan is elected company commander of the Irish Republican Army (IRA) in the Grangemockler area, where he is working on the family farm.
A dedicated footballer, Hogan is the established full back on the Tipperary county football team. During the Irish War of Independence very few championships are completed, and challenge matches are the chief attraction. Following the success of a Kildare–Dublin challenge match, a challenge is organised between Tipperary and Dublin at Croke Park, Dublin, on November 21, 1920.
The day before the match, Hogan travels on the train with the other members of the team. A number of the players, including Hogan, become involved in a fight with soldiers from the Royal Lincolnshire Regiment before throwing them from the train. On arrival at (Kingsbridge) Heuston Station, they quickly go their separate ways anticipating arrest. Michael and Thomas “Tommy” Ryan, the two IRA members on the team, decide to stay at Philip Shanahan‘s pub in Monto that night, rather than Barry’s Hotel as planned. There they learn that “there is a ‘big job coming off” the following day but are unaware of the details.
On the morning of the match, fourteen members of the British intelligence service are assassinated by the IRA. This leads to concerns about the match and the safety of spectators, and the Dublin brigade of the IRA urges that the game be cancelled. Shanahan informs the team of the shooting of the British agents. Ryan claims that Dan Breen advised them it would be better not to attend the match, but instead to return to Tipperary. Leading Gaelic Athletic Association (GAA) officials Jim Nowlan, Dan MacCarthy and Luke O’Toole decide the match should proceed, arguing that a postponement would associate the IRA’s activities with the GAA.
Dublin and Tipperary are two of the best teams in the country at the time (and later contest the 1920 All-Ireland Senior Football Championship final when it is eventually played in 1922), so despite the events of the morning, a large crowd of some 10,000 people are in attendance.
At 3:00 p.m., not long after the match has started, a British military plane flies over and drops a flare, signaling British forces to converge on the ground. Black and Tans enter Croke Park and open fire on the crowd.
Hogan drops to the ground and is crawling to safety when a bullet hits him in the mouth. Tom Ryan, a young spectator from Wexford, enters the pitch to pray beside the dying Hogan and is also fatally shot. Another player, Jim Egan, is wounded, but survives. In all, fourteen people are killed and dozens are wounded and injured. The events of that day come to be known as “Bloody Sunday.”
Hogan’s body is returned to Grangemockler for burial on November 24, 1920. A huge crowd attends the funeral. He is buried in his football colours in a coffin draped with the tricolour. The GAA commemorates him by naming the main stand at Croke Park after him and erecting a monument to his memory at Grangemockler. His football jersey is in the South Tipperary County Museum in Clonmel.
On July 30, 1919, the first assassination authorised by Michael Collins is carried out by The Squad, also known as the Twelve Apostles, when Detective Sergeant “the Dog” Smith is shot near Drumcondra, Dublin.
On April 10, 1919, the First Dáil announces a policy of ostracism of Royal Irish Constabulary (RIC) men. At the time Sinn Féin official policy is against acts of violence. Boycotting, persuasion and mild intimidation succeed against many officers. However, others escalate their activities against republicans and in March 1920 Collins asks Dick McKee to select a small group to form an assassination unit.
When The Squad is formed, it comes directly under the control of the Director of Intelligence or his deputy and under no other authority. The Squad is commanded by Mick McDonnell.
The original “Twelve Apostles” are Mick McDonnell, Tom Keogh, Jimmy Slattery, Paddy Daly, Joe Leonard, Ben Barrett, Vincent Byrne, Sean Doyle, Paddy Griffin, Eddie Byrne, Mick Reilly and Jimmy Conroy. After some time, The Squad is strengthened with members Ben Byrne, Frank Bolster, Mick Keogh, Mick Kennedy, Bill Stapleton and Sam Robinson. Owen Cullen, a member of 2nd Battalion, is driver for a short time, and Paddy Kelly of County Clare for a short time. They are employed full-time and received a weekly wage.
Sometimes, as occasion demands, The Squad is strengthened by members of the IRA Intelligence Staff, the Active Service Unit, munition workers and members of the Dublin Brigade, TipperaryFlying Column men, Dan Breen, Séumas Robinson, Seán Treacy and Seán Hogan, and also Mick Brennan and Michael Prendergast of County Clare. The IRA Intelligence Staff consists of the Director of Intelligence Michael Collins, the Deputy Director of Intelligence Liam Tobin, the Second Deputy Director of Intelligence Tom Cullen, the Third Director of Intelligence Frank Thornton, and members Joe Dolan, Frank Saurin, Ned Kelleher, Joe Guilfoyle, Paddy Caldwell, Paddy Kennedy, Charlie Dalton, Dan McDonnell and Charlie Byrne. The munitions workers include Mat Furlong, Sean Sullivan, Gay McGrath, Martin O’ Kelly, Tom Younge and Chris Reilly.
Other members include Mick Love, Gearoid O’Sullivan, Patrick Caldwell, Charlie Dalton, Mick O’Reilly, Sean Healy, James Ronan, Paddy Lawson, John Dunne, Johnny Wilson and James Heery. Seán Lemass and Stephen Behan, the father of Irish writers Brendan and Dominic Behan, have also been listed as members of the Apostles. There is no hard evidence to support the inclusion of many of the names, but those who subsequently serve in the Irish Army have their active service recorded in their service records held in the Military Archives Department in Cathal Brugha Barracks, Rathmines. Andrew Cooney is also reported to have been associated with The Squad. Stephen Behan’s involvement is first made public in 1962, when the BBC broadcasts an episode of This Is Your Life dedicated to Behan. During the broadcast, remaining members of the squad joined Behan on the set of the show.
Following “The Dog” Smith’s assassination, The Squad continues to target plainclothes police, members of the G Division of the Dublin Metropolitan Police, and, occasionally, problematic civil servants. Organisationally it operates as a subsection of Collins’ Intelligence Headquarters. Two of the executions by The Squad are the killing on January 21, 1920, of RIC Inspector William Redmond of the DMP “G” Division and on March 2, 1920, a British double agent John Charles Byrnes.
One of the Apostles’ particular targets is the Cairo Gang, a deep-cover British intelligence group, so called since it has either been largely assembled from intelligence officers serving in Cairo or from the Dublin restaurant called The Cairo, which the gang frequents. Sir Henry Wilson brings in the Cairo Gang in the middle of 1920, explicitly to deal with Michael Collins and his organization. Given carte blanche in its operations by Wilson, the Cairo Gang adopts the strategy of assassinating members of Sinn Féin unconnected with the military struggle, assuming that this will cause the IRA to respond and bring its leaders into the open.
The most well-known operation executed by the Apostles occurs on what becomes known as Bloody Sunday, November 21, 1920, when British MI5 officers, linked to the Cairo Gang and significantly involved in spying, are shot at various locations in Dublin with fourteen killed and six wounded. In addition to the The Squad, a larger number of IRA personnel are involved in this operation. The only IRA man captured during the operation is Frank Teeling. In response to the killings, the Black and Tans retaliate by shooting up a Gaelic football match between Dublin and Tipperary at Croke Park, the proceeds from which are for the Irish Republican Prisoners Fund. Fourteen civilians are killed including one of the players, Michael Hogan, and 68 are wounded. The Hogan stand at Croke Park is named after Hogan.
The elimination of the Cairo Gang is seen in Dublin as an intelligence victory, but British Prime MinisterDavid Lloyd George comments dismissively that his men “… got what they deserved, beaten by counterjumpers…”. Winston Churchill adds that they were “.. careless fellows … who ought to have taken precautions.”
Some members of The Squad are hanged in 1921 for the killings on Bloody Sunday, including Thomas Whelan and Patrick Moran. Moran had killed a vet, Patrick MacCormack, who seems to have been an innocent victim.
In May 1921, after the IRA’s Dublin Brigade takes heavy casualties during the burning of the Custom House, The Squad and the Brigade’s Active Service Unit are amalgamated into the Dublin Guard, under Paddy Daly. Under the influence of Daly and Michael Collins, most of the Guard take the Free State side and join the National Army in the Irish Civil War of 1922–23. During this conflict some of them are attached to the Criminal Investigation Department and are accused of multiple assassinations of Anti-Treaty fighters. They are also involved in several atrocities against Republican prisoners, particularly after the death of Collins, due to many of them having personal ties with him.
Bill Stapleton goes on to become a director in Bord na Móna, Charles Dalton and Frank Saurin become directors in the Irish Sweepstakes. In October 1923, Commandant James Conroy is implicated in the murder of two Jewish men, Bernard Goldberg and Emmanuel ‘Ernest’ Kahn. He avoids arrest by fleeing to Mexico, returning later to join the Blueshirts. A later application for an army pension is rejected. The killings are the subject of a 2010 investigative documentary by RTÉ, CSÍ: Murder in Little Jerusalem.
O’Keeffe retires reluctantly on medical advice after the 1984 Munster Final with a serious hip complaint, having played relatively few games in the previous eighteen months. He has hip replacement surgery some twenty years later. His last game for Kerry is in the full back position against Tipperary in the 1984 Munster Senior Club Football Championship semi-final. He always maintains that his most dangerous opponent is likely Dublin‘s Jimmy Keaveney, with whom he enjoys several battles. His performance against Offaly‘s Matt Connor in the 1982 All-Ireland final is all the more remarkable considering he has little or no training preparation owing to injury. He is consistently named as full back in various GAA players/managers best ever team selections, particularly in the years leading up to the GAA’s Centenary and beyond.
O’Keeffe is captain of the Austin Stacks team that wins the 1976 County Senior Football Championship. He also wins medals in 1973, 1974, 1979 and 1986 (following a brief comeback), as well as a Munster Club Championship in 1976 and an All-Ireland in 1977. He also wins a County Minor Hurling Championship with the club in 1967. He also captains the St. Brendan’s College, Killarney side to the school’s first Hogan Cup title in 1969.
With the University College Dublin GAA team, O’Keeffe wins a Dublin County Championship in 1974, and the Leinster Club Championships and All-Ireland Club Championships in 1973-74 and 1974-75. He also wins Sigerson Cup medals in 1973, 1974, and 1975.
O’Keeffe teaches history, Social, Personal and Health Education (SPHE), and Physical Education at Tralee Christian Brothers School before retiring after forty years in 2011.
In May 2020, the Irish Independent places O’Keeffe at number ten in its “Top 20 footballers in Ireland over the past 50 years.”