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Ormonde Winter

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Title: Ormonde Winter  
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Ormonde Winter

Ormonde de l'Épée Winter
Nickname(s) 'O'
Born 1875
Died 1962 (aged 86 or 87)
Allegiance United Kingdom
Service/branch British Army
Years of service -1924
Rank Brigadier General
Battles/wars First World War
Anglo-Irish War
Soviet-Finnish War for Finland
Awards Knight Commander of the Order of the British Empire
Companion of the Order of the Bath
Companion of the Order of St Michael and St George
Distinguished Service Order

CMG DSO (1875–1962) was a British Army officer and author who after service in World War I was responsible for intelligence operations in Ireland during the Anglo-Irish War. He later became a British Fascist and fought for the Finnish Army in the Winter War.


  • Service 1
  • Irish War of Independence 2
  • Later service 3
  • Works 4
  • References 5


Winter was a Royal Artillery officer and served in the First World War. He was appointed as Chief of the British Army intelligence branch and deputy chief of police in Dublin where he was known as "O," and "the holy terror". Prior to his appointment as CIO he was an 'old' Colonel, who next found himself a young Brigadier-General. Draconian in outlook he was reported to have precipitated the suicide of three of his juniors.

Irish War of Independence

He was appointed by the Dublin Castle regime; "'O' is a marvel, he looks like a wicked little white snake, he can do anything" . (Sturgis papers) If nothing else he was innovative, yet his detractors claimed him to be obsessed with cloak and dagger operations.

In his final report to the British Government Winter listed the following as his main methods of intelligence gathering(Narratives; British Intelligence in Ireland 1920-1921; The Final Reports-edited by Peter Hart)

  • 1. Agents obtained by local Police and through the agency of Local Centres
  • 2. Agents recruited in England and sent to Ireland
  • 3. Dublin Special Branch
  • 4. Persons friendly to the Police volunteering information
  • 5. Those persons who gave information whilst under arrest or in prison, with a view to escaping the punishment of their crimes
  • 6. Captured documents
  • 7. Information from ordinary Police sources based on observation
  • 8. 'Moutons' (infiltrators) placed either in prisons or in detention cells with rebel prisoners
  • 9. Listening sets
  • 10. Interrogation of prisoners
  • 11. Censorship of letters of prisoners in jail
  • 12. Scotland House (the address to which anonymous letters were sent)

Many members of his exotically named "Cairo Gang" (possibly named after their meeting place the Cairo Cafe (Michael Collins's Intelligence Operations; T Ryle Dwyer) or possibly due to many having served in the Middle East) met their end on Bloody Sunday in November 1920. The net result was that the intelligence service either retreated into Dublin Castle or evacuated to England (Ireland Forever; F P Crozier).

Another of his plans was for potential informers to write to a secret address in England, and the net result as he freely admitted was a pile of hoaxes and abusive mail. However, amidst this mass were some valuable nuggets of genuine intelligence. One informer for Winter, Vincent Fovargue was given safe haven in England, but with informers everywhere even inside Dublin castle (Michael Collins' female cousin was a stenographer who passed security checks but was later uncovered and arrested) Fovargue was tracked down and his body was found upon a golf course with the traditional message 'Spies and traitors beware.'

Another was revealed to be a criminal fraud, uncovered not by Winter but by newspaper reporters and IRA intelligence. The IRA allowed this man to live so that he could be uncovered. Other agents were more successful. One quoted at length in Narratives; [British Intelligence in Ireland 1920-1921; The Final Reports-edited by Peter Hart] led a raid that captured 3 senior IRA members writing communiques to their subordinates. He rewrote the messages summoning all IRA leaders in the district to a meeting where they were arrested. Maintaining his cover as an IRA member he was placed into custody alongside them, gaining more intelligence from their conversation in jail.

Amongst Winter's other ideas was 'The Raid Bureau', a unit dedicated to analysing the vast amounts of paperwork generated by IRA leader Michael Collins. An obsessive clerk, his dedication to paperwork would to some degree compromise certain activities of the IRA, revealing arms supplies, financial records and even providing lists of IRA members and the identities of traitors within the police. Such documents were more valuable than any informer and could be presented in court as evidence which an informer would be unwilling to do.

The principal reason for lack of informers, jury, and even judges in the civil courts was intimidation, which was one of the reasons martial law was in place.

Another innovation was collecting photographs of IRA members netted as results of raids. Winter was able to recruit at least three leading IRA members as informers and many lesser ranks. To supplement the crippled Cairo Gang, Winter formed the igoe Gang named after its commander, Eugene Igoe a policeman from County Galway, who was expelled from Ireland after the Anglo-Irish War. They were a unit of plain clothes police who had limited success in killing and capturing IRA members and a number of other young men who fell into their hands on the streets of Dublin. Ormonde personally killed one IRA assassin whilst shooting his way out of an ambush and captured another.

Also, to counter IRA propaganda, Winter published his own versions of IRA newspapers, skillfully edited to subvert the Irish republican cause.

During the first months of 1921, Hamar Greenwood and others were declaring that the IRA was near defeat. However, it quickly became clear that the British Government strategy of combining repression with limited concessions was still not working. Faced with the choice of either waging a war of reconquest or negotiating peace, the government chose negotiation. A Truce was signed in July 1921, and the Treaty in December.

Later service

Winter retired from the army in 1924. In the 1920s Winter joined the directorship of the burgeoning but badly managed British Fascisti, which held several massive rallies (12,000 at one) in the London Parks, their followers being mainly women, ex suffragette types as The Times reported. Winter may have been an agent provocateur.

The director was Brigadier General Robert Byron Drury Blakeney ex Royal Engineers who was in part responsible for the birth of the extremist Imperial Fascist League. Through mismanagement and scandal the BF faded into obscurity in the late 1920s and membership was swallowed up by other fascist movements. In his book Winter makes virtually no mention of this period, perhaps under the Official Secrets Act. After the financial demise of the BF, he apparently took no further part in Fascist politics.

In 1940 at the age of 65, he offered his services to the Finnish Army, in their defence against Communist Russia. He was honoured for his service—certificates can be seen in his personal collection in the Imperial War Museum. He was a master of five Russo-Slavic languages and was a chain smoker. His obituary read that he neither feared God nor man, (Times Obits) and he boasted of having been cleared of manslaughter in his student youth, in an incident when a man was struck on a river with a rowing oar whilst attacking Winter.


  • Winter's Tale, An Autobiography, Richards Press: London, 1955


  • Foy, Michael T : Michael Collins Intelligence War : Sutton Publishing : 2006 : ISBN 978-0-7509-4267-6
  • Hart, Peter: British Intelligence in Ireland: The Final Reports : Irish Narratives, Cork University Press : 2002 : ISBN 978-1-85918-201-7
    Book's cover with image of Ormonde Winter
  • 'The Peerage' website
  • Family tree
  • [1]
  • Overview of intelligence operations
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