Hugh Ó Neill, 2nd Earl Of Tyrone
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Hugh O'Neill, Earl of Tyrone (; – 20 July 1616) was an Irish lord and key figure of the
Nine Years' War The Nine Years' War was a European great power conflict from 1688 to 1697 between Kingdom of France, France and the Grand Alliance (League of Augsburg), Grand Alliance. Although largely concentrated in Europe, fighting spread to colonial poss ...
. Known as the "Great Earl", he led the confederacy of Irish lords against the English Crown in resistance to the
Tudor conquest of Ireland Ireland was conquered by the Tudor monarchs of England in the 16th century. The Anglo-Normans had Anglo-Norman invasion of Ireland, conquered swathes of Ireland in the late 12th century, bringing it under Lordship of Ireland, English rule. In t ...
under Queen He was born into the O'Neill clan,
Tír Eoghain Tír Eoghain (), also known as Tyrone, was a kingdom and later earldom of Gaelic Ireland, comprising parts of present-day County Tyrone, County Armagh, County Londonderry and County Donegal (Raphoe). The kingdom represented the core homeland of ...
's ruling noble family, during a violent succession conflict which saw his father assassinated. At the age of eight he was relocated to the Pale where he was raised by an English family. Although the Crown hoped to mold him into a puppet ruler sympathetic to the English government, by the 1570s he had built a strong network of both British and Irish contacts which he utilised for his pursuit of political power. Through the early 1590s, Tyrone secretly supported rebellions against the Crown's advances into
Ulster Ulster (; or ; or ''Ulster'') is one of the four traditional or historic provinces of Ireland, Irish provinces. It is made up of nine Counties of Ireland, counties: six of these constitute Northern Ireland (a part of the United Kingdom); t ...
whilst publicly maintaining a loyal appearance. He regularly deceived government officials via bribes and convoluted disinformation campaigns. Via his web of alliances and the heavy taxation of his subjects, he could arm and feed over 8,000 men, making him well-prepared to resist English incursions. In 1591 he caused a stir when he eloped with Mabel Bagenal, younger sister of the Marshal of the Queen's
Irish Army The Irish Army () is the land component of the Defence Forces (Ireland), Defence Forces of Republic of Ireland, Ireland.The Defence Forces are made up of the Permanent Defence Forces – the standing branches – and the Reserve Defence Forces. ...
. During the Battle of Belleek, Tyrone fought alongside his brother-in-law Henry Bagenal whilst covertly commanding the very troops they were fighting against. After years of playing both sides, he finally went into open rebellion in early 1595 with an assault on the Blackwater Fort. Despite victories at the Battle of the Yellow Ford and Battle of Curlew Pass, the confederacy began to suffer upon the arrival of Lord Deputy Mountjoy and commander Henry Docwra in Ulster. Tyrone was not able to secure reinforcements from Spain until the arrival of the 4th Spanish Armada in late 1601. The confederacy was decisively defeated at the Siege of Kinsale, and Tyrone surrendered to Mountjoy in 1603 with the signing of the
Treaty of Mellifont The Treaty of Mellifont (), also known as the Articles of Mellifont, was signed in 1603, ending the Nine Years' War (Ireland), Nine Years' War which took place in Ireland from 1593 to 1603. End of war Following the English victory in the Battl ...
. Due to increasing hostility against Tyrone and his allies—and possibly believing his arrest for treason was imminent—in 1607 he made the "snap decision" to flee with his countrymen to continental Europe in what is known as the
Flight of the Earls On 14 September ld Style and New Style dates, O.S. 4 September1607, Irish earls Hugh O'Neill, Earl of Tyrone, and Rory O'Donnell, 1st Earl of Tyrconnell, permanently departed Rathmullan in Ireland for mainland Europe, accompanied by their fa ...
. He settled in
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where he was granted a small pension by Pope Paul V. Despite his plans to return to and retake Ireland, he died during his exile. In comparison to his aggressive and warlike ally Hugh Roe O'Donnell, Tyrone was cautious and deliberate. A consummate liar, he is considered an enigma to historians due to the elaborate bluffs he employed to mislead his opponents. Although wartime propaganda promoted Tyrone as a "Catholic crusader", historians believe his motivations were primarily political rather than religious—though he apparently underwent a genuine conversion around 1598. He also held the title 3rd Baron Dungannon, and in 1595 he became the last inaugurated Chief of the Name of the O'Neill clan. He had four wives, many concubines and various children.


Family background and early life, 1550–1561


Birth and family

Hugh O'Neill was born in the barony of Oneilland,
Tír Eoghain Tír Eoghain (), also known as Tyrone, was a kingdom and later earldom of Gaelic Ireland, comprising parts of present-day County Tyrone, County Armagh, County Londonderry and County Donegal (Raphoe). The kingdom represented the core homeland of ...
(present-day northern
County Armagh County Armagh ( ) is one of the six counties of Northern Ireland and one of the traditional thirty-two counties of Ireland. It is located in the Provinces of Ireland, province of Ulster and adjoins the southern shore of Lough Neagh. It borders t ...
)—possibly in a
crannog A crannog (; ; ) is typically a partially or entirely artificial island, usually constructed in lakes, bogs and estuary, estuarine waters of Ireland, Scotland, and Wales. Unlike the prehistoric pile dwellings around the Alps, which were built ...
such as Marlacoo. The O'Neill dynasty were Tír Eoghain's ruling Gaelic Irish noble family, and claimed descent from Niall Ruadh of the Cenél nEógain, who was a descendant of legendary high king
Niall of the Nine Hostages Niall Noígíallach (; Old Irish "having nine hostages"), or Niall of the Nine Hostages, was a legendary, semi-historical Irish king who was the ancestor of the Uí Néill dynasties that dominated Ireland from the 6th to the 10th centuries. ...
. Hugh was the second son of Feardorcha "Matthew" O'Neill, 1st Baron Dungannon (–1558) and his wife Siobhán Maguire (died 1600). Hugh's paternal grandparents were clan chief Conn Bacagh O'Neill, 1st Earl of Tyrone (–1559) and Alison Kelly of
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, a blacksmith's wife. Siobhán was a daughter of Cúconnacht Maguire, Lord of Fermanagh (–1537). Hugh had three brothers:
Brian Brian (sometimes spelled Bryan (given name), Bryan in English) is a male given name of Irish language, Irish and Breton language, Breton origin, as well as a surname of Occitan language, Occitan origin. It is common in the English-speaking world. ...
, Cormac MacBaron and Art MacBaron. During his youth, Hugh was fostered by the O'Hagan and O'Quinn families.


O'Neill succession conflict

During Hugh's childhood, a rivalry formed between his uncle Shane and his father Matthew. Matthew was born from an affair between Conn Bacagh and Alison, but was accepted by Conn Bacagh as his son and tanist. This affronted Shane, a younger legitimate son of Conn Bacagh, who employed the ambivalent status of Matthew's paternity to affirm his own claim to the chieftaincy. Shane asserted that Matthew's father was actually Alison's husband John Kelly, which would render Matthew illegitimate in both Irish and English systems of succession. In the ensuing conflict, the O'Neill family split into rival septs—the "MacShanes" (Shane's immediate family) and the "MacBarons" (Matthew's immediate family). The English encouraged this conflict as it weakened the powerful O'Neill clan. Matthew was killed in 1558 by the O'Donnelly clan (Shane's foster family), placing his sons Brian and Hugh in a dangerous situation. The Dublin Castle administration hoped to use the support of the MacBarons to curb the MacShanes' growing power in
Ulster Ulster (; or ; or ''Ulster'') is one of the four traditional or historic provinces of Ireland, Irish provinces. It is made up of nine Counties of Ireland, counties: six of these constitute Northern Ireland (a part of the United Kingdom); t ...
. At some point between May and August 1558, English statesman Henry Sidney organised the retrieval of the two boys, and for a brief time they stayed at his Dublin residence.


Raised in the Pale

Hugh and his elder brother Brian became wards of
the Crown The Crown is a political concept used in Commonwealth realms. Depending on the context used, it generally refers to the entirety of the State (polity), state (or in federal realms, the relevant level of government in that state), the executive ...
. They were moved into the care of the Anglo-Irish Hovenden family and were raised at their household in Balgriffin, County Dublin—a property formerly belonging to Conn Bacagh., 2nd paragraph. The Crown sought to keep the children safe from harm and to raise them in the English manner, so that they would be more sympathetic to the administration once they came of age and took their places in the Gaelic nobility. Giles Hovenden, Hugh's foster father, was an English settler with a pre-existing business connection with Conn Bacagh. Hugh was raised by Giles's wife Joan Walshe, and she continued to care for Hugh after Giles's death. Hugh would remain close with his adoptive family throughout the rest of his life. His foster brother Henry became his chief advisor and accompanied him on his flight in 1607. Brothers Henry and Richard led Hugh's troops in the late 1580s, though another brother Walter died opposing the Irish confederacy in battle. Growing up in the Pale amongst English people, Hugh gained a knowledge of English customs and politics, mainly through his attendance at the Irish Parliament and the court in England. He was able to secure allies such as the Earls of Ormonde and
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. He would have received a basic education, either by attending grammar school or from private lessons.


Early career, 1562–1579


Baron Dungannon

Brian was assassinated in 1562 by Shane's tanist Turlough Luineach O'Neill, and Hugh succeeded him as 3rd Baron Dungannon and heir to the earldom. Four years later, war broke out between Shane and the Crown. It was previously considered unlikely that a MacBaron could sway Shane's dominance in
Ulster Ulster (; or ; or ''Ulster'') is one of the four traditional or historic provinces of Ireland, Irish provinces. It is made up of nine Counties of Ireland, counties: six of these constitute Northern Ireland (a part of the United Kingdom); t ...
, but in light of these events, the English government began to view Hugh as a significant contender who could bring Ulster under loyalist control. On the contrary, Hugh's main concern was the ruthless pursuit of political and military power, and he intended to remain autonomous and independent.


Return to Ulster

In June 1567, Shane was killed by Scots supporting the MacDonnells of Antrim. Hugh's wardship formally ended the following November when he sued out his livery. Lord Deputy Sidney brought Hugh, together with a delegation of heirs of Irish clans, to visit the royal court in London to seek permission for the restructuring of Ulster. This was young Hugh's first visit to England. He finally returned to Ulster in early 1568 having been granted territory in Oneilland. Sidney intended to keep Turlough from crossing south past the River Blackwater, thus creating further discord within the O'Neill family. Now returned to his province of birth, Hugh began engaging the support of neighbouring Irish Gaelic families, including the O'Hagans, the O'Quinns and his own family the MacBarons. According to Sidney, these families "much repined that the great and regal estate of the O'Neill... should be so broken and dismembered"., 3rd paragraph. As he had spent the previous ten years raised as an Englishman, Hugh would have been considered an outsider by these families. Hugh married the daughter of favoured noble Brian McPhelim O'Neill, but in 1574 he hastily annulled the marriage when his father-in-law was implicated in a bloody conflict and tried for treason. The same year, Hugh established his most important and longlasting alliance by remarrying to Siobhán O'Donnell, daughter of chief Hugh McManus O'Donnell. The O'Donnell and O'Neill clans had traditionally been mortal enemies for centuries. Hugh O'Neill gained good standing with the 1st Earl of Essex (leader of an Ulster colonisation scheme) after joining him in attacks on Turlough and Brian McPhelim. Essex commended Hugh as "the only man of Ulster... to be trusted and used". By the early 1570s, Hugh was using his combined support from the Pale and Ulster to put Turlough under heavy pressure.


Rise to power, 1580–1593

On 30 June 1585, he attended the
Irish House of Lords The Irish House of Lords was the upper house of the Parliament of Ireland that existed from medieval times until the end of 1800. It was also the final court of appeal of the Kingdom of Ireland. It was modelled on the House of Lords of Englan ...
in Dublin, where he was recognised as the Earl of Tyrone. In 1587, he successfully persuaded
Elizabeth I Elizabeth I (7 September 153324 March 1603) was List of English monarchs, Queen of England and List of Irish monarchs, Ireland from 17 November 1558 until her death in 1603. She was the last and longest reigning monarch of the House of Tudo ...
to grant him letters patent to the lands of Tír Eoghain. This was apparently done to suppress his desire for O'Neill chieftainship. From 1587, the Crown grew suspicious of Tyrone and began attempts at curbing his growing power. Although Elizabeth I asserted herself as "Queen of Ireland", Tír Eoghain was in practice a sovereign entity and the most powerful Gaelic
polity A polity is a group of people with a collective identity, who are organized by some form of political Institutionalisation, institutionalized social relations, and have a capacity to mobilize resources. A polity can be any group of people org ...
in Ireland. In the mid-1590s, Elizabeth I characterised Tyrone as "a creature of our own"—a noble raised as an Englishman who had nonetheless turned his back on the English court in favour of political independence. In 1597, Tyrone countered that the queen had given him only what he was owed, and he "ascribed the things which he had gotten to his own scratching in the world than Her Majesty's goodness". During this period, Tyrone regularly bribed government officials, developed alliances with Gaelic clans, and relied on his extensive web of connections.


Working with the Crown

Per an arrangement with the Crown, Tyrone agreed to defend the Pale's borders from fellow Ulstermen in exchange for soldiers. This arrangement allowed him to extend his influence over southeastern Ulster., 5th paragraph. Tyrone wrote to Lord Deputy Arthur Grey on 3 September 1580 that he had been driven by Turlough to take refuge in the woods, and that unless he was relieved he would be compelled to submit to him. Later that year Tyrone was given a troop of horse. During the
Second Desmond Rebellion The Second Desmond Rebellion (1579–1583) was the more widespread and bloody of the two Desmond Rebellions in Ireland launched by the FitzGerald Dynasty of County Desmond, Desmond in Munster against English rule. The second rebellion began in ...
in
Munster Munster ( or ) is the largest of the four provinces of Ireland, located in the south west of the island. In early Ireland, the Kingdom of Munster was one of the kingdoms of Gaelic Ireland ruled by a "king of over-kings" (). Following the Nor ...
, he fought with the English forces against Gerald FitzGerald, 14th Earl of Desmond. In January 1582, Tyrone captured John Cusack of Alliston-read, who had assisted rebel William Nugent. In 1584 he assisted John Perrot against the MacDonnells of Antrim. The government quickly became dependant on Tyrone's defence of the Pale. Arthur Grey praised Tyrone as "the only Irish nobleman that hath done any service and drawn blood since my coming". Tyrone was nicknamed "The Queen's O'Neill" for his loyalty to the Crown. Nevertheless, he feared that the Dublin government might weaken his power by appointing a sheriff in Tír Eoghain.


Spanish Armada

In late 1588, 23 ships of the
Spanish Armada The Spanish Armada (often known as Invincible Armada, or the Enterprise of England, ) was a Spanish fleet that sailed from Lisbon in late May 1588, commanded by Alonso de Guzmán, Duke of Medina Sidonia, an aristocrat without previous naval ...
were lost on Ireland's coast. Lord Deputy William FitzWilliam ordered the execution of Spanish survivors. Tyrone's response to the Armada is unclear - his mercenary forces massacred survivors in Inishowen, though Tyrone himself rescued various crew members in
County Sligo County Sligo ( , ) is a Counties of Ireland, county in Republic of Ireland, Ireland. It is in the Northern and Western Region and is part of the Provinces of Ireland, province of Connacht. Sligo is the administrative capital and largest town in ...
. He may have been playing a "double game", as is common throughout his career. The Armada ship ''La Trinidad Valencera'' sank in Kinnagoe Bay, Inishowen. Tyrone's mercenary forces, commanded by his Hovenden foster-brothers, proceeded to Inishowen upon hearing of the presence of Spanish fugitives there. Tyrone's instructions to the Hovendens are unknown; ultimately his forces committed the largest single massacre of Armada survivors in Inishowen. FitzWilliam was suspicious of the Earl's activities and refused to believe this news, but it was confirmed by a Spanish escapee. Historians John Marshall, Hiram Morgan and Matthew McGinty characterise Tyrone as reluctantly ordering the massacre to keep in the English government's good graces. Contemporary sources imply that the massacre was carried out on the actions of the O'Donnell clan, who counselled O'Neill's troops, though this is possibly misdirection by Tyrone. Government officials reported that Tyrone heavily reprimanded Hugh McManus O'Donnell for betraying the Spaniards and their refuge, and he contemptuously told O'Donnell to seek dwelling in another country. On 25 September, the ships '' La Lavia'', '' La Juliana'' and the '' Santa Maria de Vison'' became shipwrecked at Streedagh Strand in County Sligo. Tyrone himself assisted three sick officers and many commoners, including ordinary seaman Pedro Blanco of ''La Juliana'', who was kept on as his footman and manservant throughout the whole of the
Nine Years' War The Nine Years' War was a European great power conflict from 1688 to 1697 between Kingdom of France, France and the Grand Alliance (League of Augsburg), Grand Alliance. Although largely concentrated in Europe, fighting spread to colonial poss ...
. Tyrone also helped stranded nobleman Don Antonio Manrique escape Ulster. Ultimately about a dozen Spaniards remained in Ireland. Despite their desire to return home,
Philip II of Spain Philip II (21 May 152713 September 1598), sometimes known in Spain as Philip the Prudent (), was King of Spain from 1556, King of Portugal from 1580, and King of Naples and List of Sicilian monarchs, Sicily from 1554 until his death in 1598. He ...
believed they would be of better use as interpreters and emissaries for Tyrone. It seems Tyrone never recruited any of these Spaniards as soldiers. His decision may have been affected by the hostility the English had towards Lord Brian O'Rourke for recruiting many Spanish survivors into his military.


O'Donnell clan alliance

Tyrone further developed his alliance with the O'Donnell clan—by 1587 his daughter
Rose A rose is either a woody perennial plant, perennial flowering plant of the genus ''Rosa'' (), in the family Rosaceae (), or the flower it bears. There are over three hundred Rose species, species and Garden roses, tens of thousands of cultivar ...
was betrothed to tanist Hugh Roe O'Donnell, which outraged Turlough. Via this alliance, Tyrone was able to secure Scottish mercenaries to fight the MacShanes. In turn, he supported O'Donnell in a succession dispute within his own kingdom. Lord Deputy Perrot ordered young O'Donnell's kidnapping in 1587 in hopes of destroying this alliance. O'Donnell was imprisoned in
Dublin Castle Dublin Castle () is a major Government of Ireland, Irish government complex, conference centre, and tourist attraction. It is located off Dame Street in central Dublin. It is a former motte-and-bailey castle and was chosen for its position at ...
, along with two MacShanes, Art and Henry. Tyrone lobbied for O'Donnell's release, describing the ordeal as "the most prejudice that might happen unto me". The O'Donnell clan's military power was key to Tyrone ambitions to overthrow Turlough. In summer 1590, Conn MacShane O'Neill alleged that Tyrone "did lay down a plot and practised the escape of Hugh Roe" from prison. O'Donnell made a failed prison break attempt in January 1591. The same month, Tyrone's wife Siobhán (Hugh Roe's elder half-sister) died. Around January 1592, Tyrone successfully aided O'Donnell's (and ironically, the MacShanes') escape. Tyrone had bribed officials—most likely Lord Deputy FitzWilliam—to aid in O'Donnell's escape. Henry MacShane split from the others in Dublin; O'Donnell and Art MacShane fled to the Wicklow Mountains to seek shelter with Tyrone's ally Fiach McHugh O'Byrne. O'Byrne's search party found the two men buried in snow and close to death. O'Donnell recovered from frostbite and was inaugurated as O'Donnell clan chief in April 1592. Art MacShane died in the mountains, fueling speculation that Tyrone had O'Byrne's party kill Art MacShane when they found him. It is more likely however that Art MacShane died of exposure. Henry was later reincarcerated by Tyrone in Ulster.


Bagenal family

In the north, Tyrone also had to contend with his "grievous enemy"
Nicholas Bagenal Sir Nicholas Bagenal (; - February 1591) was an English soldier and politician who became Marshal of the Irish Army (Kingdom of Ireland), Irish Army during the Tudor era. Early life Nicholas Bagenal was born around 1509. He was the second so ...
, the Marshal of Her Majesty's Irish Army. Around 1589 Nicholas Bagenal described Tyrone "as so allied by kindred in blood and affinity as also by marriages and fosters and other friendships as if he should be ill-disposed might hap put the crown of England to more charges than the purchase of Ulster should be worth". On 24 October 1590, his son Henry Bagenal succeeded him as Marshal.In autumn 1590, Gaelic lord Hugh Roe MacMahon was executed on FitzWilliam's orders; MacMahon's land was confiscated, divided and allotted to English servitors rather than the Gaelic Irish. Tyrone, who had owned part of MacMahon's lands under brehon law, was passed over in favour of Henry Bagenal., 9th paragraph. Furthermore, Tyrone's authority was directly challenged when Henry was named chief commissioner of Ulster on 18 May 1591. Soon afterwards, Tyrone began to woo Mabel, Henry's younger sister. This was only months after the similarly-timed deaths of Nicholas Bagenal (February) and Tyrone's late wife Siobhán (January). Tyrone professed his love and asked for Mabel's hand in marriage. Alarmed, Henry Bagenal kept Mabel out of Tyrone's reach by sending her to live with his brother-in-law Patrick Barnewall in Turvey. Nevertheless, Tyrone found excuses to visit Mabel, and in July he convinced her to elope. After a dinner at Turvey, the Earl distracted Barnewall while his ally William Warren escorted Mabel to Warren's house in Drumcondra. Tyrone wanted a Protestant ceremony so that the marriage would be recognised by English law, and so Protestant Bishop of Meath Thomas Jones was summoned. Jones was reluctant to perform the marriage, but after being assured of Mabel's free consent, and for the sake of her reputation, the couple were married on 3 August 1591. Jerrold Casway notes that this "whirlwind courtship" is unlike Tyrone's other marriages, which otherwise always had political motives. It is possible Tyrone's judgment was impaired by his feelings. Mabel was young and attractive, and clearly enamoured by the attention she received from Tyrone. She has been dubbed the " Helen of the Elizabethan Wars", a sobriquet that historians decry as being overly simplistic. Historians also believe that Tyrone would have recognised the advantages of marrying into the powerful Bagenal family. The marriage was his attempt to merge the Bagenals' interests with his own and to neutralise Henry Bagenal's growing power. Bagenal was outraged at the marriage. He refused to pay his sister's dowry, even two years after the marriage, and also had Tyrone's previous divorce investigated, though it was found to be valid. Because of this dramatic episode and their roles as opposing commanders during the
Nine Years' War The Nine Years' War was a European great power conflict from 1688 to 1697 between Kingdom of France, France and the Grand Alliance (League of Augsburg), Grand Alliance. Although largely concentrated in Europe, fighting spread to colonial poss ...
, Bagenal and Tyrone have been called "arch-enemies", "nemeses" and "arch-rivals".


Clashes with the MacShanes

The aging Turlough had yet to choose a tanist, and the position was contested by Tyrone and his MacShane cousins. Tír Eoghain's population favoured the MacShanes, but outside the kingdom they were disliked due to their father's cruelty towards the various smaller neighbouring kingdoms. Furthermore, the MacShanes had lost a valuable ally in their kin, the FitzGeralds of Desmond, following their defeat in the Desmond Rebellions. It is clear that Tyrone aspired to the position of O'Neill clan chief. In March 1583, news spread that Turlough had died. Tyrone rushed to Tullyhogue Fort, the ancient ceremonial site where the O'Neill chiefs were traditionally inaugurated. It turned out that Turlough had not died but had only fallen into a brief coma from alcohol poisoning. Tyrone's constant disputes with Turlough were fomented by the English with a view to weakening the clan. In 1584, Tyrone and Turlough were at Strabane to celebrate Easter together. The Dublin government was extremely alarmed at this news and feared that the O'Neill rivalry may be dissolving. By 1587, Turlough had established an alliance with the MacShanes. In 1588 Tyrone and Hugh McManus O'Donnell launched an attack on Turlough, but they were defeated at Carricklea to the satisfaction of Perrot. In January 1590, Tyrone organised the execution of his MacShane cousin Hugh Gavelagh, who had exposed to FitzWilliam that the Earl was making treasonous dealings with the Spanish. When the MacShanes refused to submit to Tyrone in exchange for Gavelagh's life, Tyrone had Gavelagh hanged at Dungannon by public executioners. Tyrone proceeded to London where he sufficiently defended himself against England's Privy Council by alleging that Gavelagh was guilty of various crimes. Tyrone was placed under house arrest but released by letters of commendation from FitzWilliam and the Dublin government., 8th paragraph. After Hugh Roe O'Donnell's inauguration as O'Donnell clan chief, Tyrone and O'Donnell executed a pincer movement against Turlough. With an overwhelming alliance against him, in May 1593 Turlough was forced to surrender his lordship of Tír Eoghain and name Tyrone as his tanist. Turlough would receive a pension of £2,000 and the right to officially remain O'Neill chief until his death. The Earl had effectively become the ruler of Tír Eoghain.


Proxy war, 1593–1594


Maguire's revolt

By late 1592, the Crown's advances into Gaelic territory, as well as the recent executions of chieftains MacMahon (1590) and Brian O'Rourke (1591) had created a fierce resentment in the Gaelic nobility and Irish Catholic clergy. In early April 1593, English captain Humphrey Willis was appointed by FitzWilliam as Sheriff of Fermanagh; he entered the kingdom with at least 100 men and began pillaging and raiding, to the fury of Fermanagh's chieftain Hugh Maguire. Morgan states that this was a blatant move to weaken Tyrone's power by subjugating Maguire. After Willis' first offensive, a meeting took place at Enniskillen Castle on 8 May, with O'Donnell, Maguire and Brian Oge O'Rourke present. The Sheriff of Monaghan alleged that Tyrone also attended the meeting. The noblemen were assembled by Edmund MacGauran, a Catholic Archbishop recently returned from Spain with promises that Philip II would support oppressed Irish Catholics if they proved themselves by launching prior military action. MacGauran advised that the noblemen sign a letter addressed to Philip II which emphasised their oppression and which requested urgent reinforcements from the Spanish army. Tyrone did not sign MacGauran's letter. Catholic Archbishop James O'Hely was tasked with delivering the confederates' messages—he met with Juan de Idiáquez, the royal secretary. Idiáquez's notes to Philip II reveal Tyrone's relationship with the emerging confederacy:Maguire managed to obtain reinforcements which included 100 men led by Tyrone's brother Cormac MacBaron and 120 men under the commands of Tyrone's O'Hagan foster-brothers. Tyrone often used his relatives and followers to make war on his behalf, 11th paragraph. and it is unlikely they would have assisted Maguire without Tyrone's permission. Maguire besieged Willis and his men in a church and planned to starve them out, but Tyrone intervened and negotiated their rescue safely out of Fermanagh. This conflict is considered to mark the start of the
Nine Years' War The Nine Years' War was a European great power conflict from 1688 to 1697 between Kingdom of France, France and the Grand Alliance (League of Augsburg), Grand Alliance. Although largely concentrated in Europe, fighting spread to colonial poss ...
. Subsequently Maguire launched raids across Connacht. Tyrone's nephews—sons of his brother Art MacBaron—also engaged in campaigns against loyalist clans.


Motivations

It is certain Tyrone was involved in the events in Fermanagh and
Connacht Connacht or Connaught ( ; or ), is the smallest of the four provinces of Ireland, situated in the west of Ireland. Until the ninth century it consisted of several independent major Gaelic kingdoms (Uí Fiachrach, Uí Briúin, Uí Maine, C ...
during 1593-4, but historians disagree as to his true motivations during this period. Hiram Morgan represents Tyrone as a master strategist who was complicit in rebellion from the start but feigned loyalty to the Crown for strategic reasons. James O'Neill agrees that Tyrone was the chief architect of the rebellion, and states that the conflict in Fermanagh allowed Tyrone to diverted English forces and thus suppress English clients in east Ulster. According to John Dorney, Tyrone originally distanced himself from the rebellions because he hoped to be appointed Lord President of Ulster by Elizabeth I, but she recognised Tyrone's ambitions to usurp her as Ireland's sovereign and refused to grant him provincial presidency or similar powers. Nicholas Canny similarly states that Tyrone aspired to be the "queen's man in Ulster", was passed over in favour of Henry Bagenal, and reluctantly pushed into rebellion to prevent his followers defecting to his brother Cormac MacBaron. Michael Finnegan suggests that Tyrone wanted to prevent war with the English, trying in vain to restrain his Irish allies, but was dragged into the war because his association with O'Donnell had corrupted his loyalist reputation. Darren McGettigan downplays Tyrone's role, stating that "while yronewas crucial to the confederacy, he did not build it, and may have been carried along by events and his own success, much more than some historians realise". McGettigan and Morgan disagree over Tyrone's prominence in the confederacy. By the beginning of the Nine Years' War, Tyrone had formally allied with O'Donnell and Maguire via their marriages to his daughters. O'Donnell married Tyrone's daughter Rose in December 1592, and Maguire married Tyrone's daughter Margaret around May 1593. Around August 1593, Maguire stated to a spy that Tyrone had pushed him into rebellion and "promised to assist him and bear him out in his war". By April 1594, Geoffrey Fenton noted that the confederates "have secretly contracted a strong league amongst themselves, leaving out the name of the earl... to be an instrument to work for them when opportunity would serve". The English government had their suspicions that Tyrone was plotting against them, but he repeatedly proved his loyalty in battles against Irish uprisings. Per Idiáquez's notes to Philip II, the early confederates operated under the understanding that Tyrone belonged to their cause but publicly hid his true allegiance.


Allegations against Tyrone

On 14 May 1593, Phelim MacTurlough O'Neill, a client of Henry Bagenal, was assassinated by the O'Hagans, Tyrone's foster family. This murder permitted Tyrone to annex Killetra, which he had been attempting since the late 1580s. Tyrone was charged with involvement in the assassination. He swore his innocence, blamed it solely on the O'Hagans as a revenge murder, and accused the administration of manipulating the evidence against him. FitzWilliam had his doubts, but the council were satisfied. By late April, there were more allegations against Tyrone from Irish lords Hugh McHugh Dubh O'Donnell and Hugh Magennis. FitzWilliam summoned Tyrone to Dublin, but Tyrone refused and made excuses, so the council went to
Dundalk Dundalk ( ; ) is the county town of County Louth, Ireland. The town is situated on the Castletown River, which flows into Dundalk Bay on the north-east coast of Ireland, and is halfway between Dublin and Belfast, close to and south of the bor ...
to confront him in person. During the proceedings, which occurred 14–28 June, the main charge was foreign conspiracy. FitzWilliam and Bagenal favoured the Earl's arrest. Three councillors were already well-disposed to Tyrone; the rest felt threatened by his power in Dundalk. Certain councillors feared Tyrone's arrest would only exacerbate the growing conflict in the north and could lead to a Gaelic invasion of the Pale. Ultimately Tyrone managed to avoid arrest. When Elizabeth I was later briefed on the proceedings, she concluded that Tyrone should have been arrested. Tyrone met with Maguire in early August—within weeks Maguire launched raids into Monaghan.


Battle of Belleek

Maguire's attacks provoked a large-scale military expedition to be led by Bagenal. Tyrone was able to deflect the past allegations and prove his loyalty to the Crown by agreeing to assist Bagenal. On 26 September he joined Bagenal and his army at
Enniskillen Enniskillen ( , from , ' Ceithlenn's island') is the largest town in County Fermanagh, Northern Ireland. It is in the middle of the county, between the Upper and Lower sections of Lough Erne. It had a population of 14,086 at the 2011 censu ...
, but the Earl had brought far fewer troops than he had promised. The two commanders detested each other and there was a nervous awkwardness between their troops. Bagenal proposed several plans of attack but these were all vetoed by Tyrone. On 7 October, they marched separately to the ford near Belleek. Their combined forces moved on Maguire's positions on 10 October in what is known as the Battle of Belleek. O'Donnell was in nearby Ballyshannon when the battle was taking place, but he was ordered by Tyrone not to reinforce Maguire. It was estimated that 300 of Maguire's men were killed. Though Maguire's forces were not directly engaged, FitzWilliam was convinced Maguire's revolt had been stopped. During the battle Tyrone was speared in the leg; the wound served as physical proof of his loyalty to the authorities in Dublin. Bagenal remain suspicious of his brother-in-law and later received intelligence that Tyrone had advised Maguire prior to the battle. Tyrone protested against Bagenal's accusation by claiming that Bagenal and FitzWilliam were conspiring to rob him of the honour he was due.


Further allegations

More allegations emerged in 1594. Captain Willis, Sir Edward Herbert and Joan Kelly claimed Tyrone was ordering the Irish raids. He would apparently meet with confederate soldiers at Slieve Beagh under the pretense that he was going hunting. In March, it appeared that Tyrone was behind the burning of Bagenal's lands. The same month, government commissioners surmised that a confederacy had been established between the Ulster lords, and that Tyrone was the leader. Despite pressure from Tyrone to feign neutrality, O'Donnell joined Maguire in besieging Enniskillen Castle in early 1594. This signaled to the government O'Donnell's status as a confederate commander. O'Donnell pushed Tyrone into supplying further soldiers to the confederacy, by warning that "he must consider yronehis enemy, unless he came to his aid in such a pinch". Tyrone was subsequently involved in the Battle of the Ford of the Biscuits, which occurred on 7 August. FitzWilliam was succeeded as Lord Deputy by William Russell, who was sworn in on 11 August. To the surprise of the council, Tyrone appeared in Dublin six days later to tender his submission. Tyrone admitted his failure to prevent the treasons of his followers, but the meeting was interrupted with Bagenal accusing Tyrone of disloyalty to the Crown. Most of the councillors were friendly with the earl, and to Bagenal's frustration, Russell allowed Tyrone to leave in safety. The queen was furious that Tyrone had not been arrested and she scolded Russell in private, denouncing it "as foul an oversight as ever committed in that kingdom".


Open rebellion, 1595–1597


Assault on the Blackwater Fort

On 16 February 1595, Tyrone's brother Art MacBaron assaulted and captured the English-held Blackwater Fort in Blackwatertown. More significant however was the presence of Tyrone at the assault. The evidence against Tyrone became too great to ignore, and the government deemed an immediate attack essential. A considerable royal force arrived in
Waterford Waterford ( ) is a City status in Ireland, city in County Waterford in the South-East Region, Ireland, south-east of Ireland. It is located within the Provinces of Ireland, province of Munster. The city is situated at the head of Waterford H ...
on 19 March, but Tyrone had already managed to invade and burn Louth on 17 February. If Tyrone did not go into open rebellion once the English encroached onto Tír Eoghain, he could have risked estranging his followers and allowing another O'Neill clansman to oust him, such as his brother Cormac MacBaron.


Battle of Clontibret

In May 1595, 1,750 English troops led by Bagenal were
ambush An ambush is a surprise attack carried out by people lying in wait in a concealed position. The concealed position itself or the concealed person(s) may also be called an "". Ambushes as a basic military tactics, fighting tactic of soldi ...
ed near Clontibret by an army led by Tyrone. The English column had been sent to relieve the besieged English garrison in
Monaghan Monaghan ( ; ) is the county town of County Monaghan, Republic of Ireland, Ireland. It also provides the name of its Civil parishes in Ireland, civil parish and Monaghan (barony), Monaghan barony. The population of the town as of the 2022 cen ...
. The battle spanned multiple days as Bagenal's forces attempted to outrun Tyrone's. During the battle, Tyrone entered a melee with a cornet who had thrown him off his horse. An O'Cahan (possibly Donnell Ballagh O'Cahan) severed the cornet's arm then Tyrone stabbed him under the corslet. In a report to the Lord Deputy, veteran soldier John Norris warned that the proficiency of the Irish rebels was far greater than expected: "their number greater, their arms better, and munition more plenty". The discipline and co-ordination of Tyrone's
pike and shot Pike and shot was a historical infantry tactical formation that first appeared during the late 15th and early 16th centuries, and was used until the development of the bayonet in the late 17th century. This type of formation combined soldiers ...
technique caused extreme concern. Bagenal recorded 31 killed and 103 wounded, though it is likely casualties were much higher. The Irish victory shocked and demoralised the English and was a severe setback early in the war. On 24 June, Tyrone was proclaimed a traitor at Dundalk. The queen's advisor Lord Burghley advised a compromise, writing that Elizabeth "would be content to see what was in the traitor's heart, and what he would offer". Tyrone insisted on a general pardon but this was refused. Upon Turlough's death, Tyrone travelled to Tullyhogue Fort where he was officially inaugurated as O'Neill clan chief on 15 September. Tyrone was the last inaugurated chief of the O'Neill clan, and he appointed Cormac MacBaron as his tanist. According to Norris, "the coming to the place of lan chiefhath made yronemuch prouder and harder to yield to his duty, and he flattereth himself much with the hope of foreign assistance."


Peace treaty

Tyrone and O'Donnell opened communications with Philip II and his general Juan del Águila. In letters to the king—intercepted by English forces in September—they promoted themselves as champions of the
Roman Catholic Church The Catholic Church (), also known as the Roman Catholic Church, is the List of Christian denominations by number of members, largest Christian church, with 1.27 to 1.41 billion baptized Catholics Catholic Church by country, worldwid ...
. They also offered Philip II the kingdom of Ireland in return for military support. It had long been suspected that Tyrone was in league with the Spanish but this was the English government's first piece of hard evidence. In fact Philip II had sent a ship to Ireland in March 1594 for the purpose of gathering intelligence, but the crew died in a shipwreck off
Biscay Biscay ( ; ; ), is a province of the Basque Country (autonomous community), Basque Autonomous Community, heir of the ancient Lordship of Biscay, lying on the south shore of the Bay of Biscay, eponymous bay. The capital and largest city is Bilb ...
. Tyrone sought to delay the war in order to buy time for the arrival of Spanish troops. In September 1595, he sent overtures of submission to the Crown, and a ceasefire was enacted whilst the settlement could be negotiated. This timing was advantageous to the Crown, as the queen's Irish Army was facing shortages of manpower and supplies. The discovery of the confederacy's letters to Spain affected negotiations, but ultimately the government was willing to accept Tyrone's assurances. After much deliberation and negotiation,, 12th paragraph. a cessation of arms was signed by Tyrone on 27 October. This pardoned certain confederates and give them local autonomy. It also acknowledged a tolerance of Catholicism. The confederacy proved to be unsatisfied with the terms, but this policy was a success in that Tyrone managed to defer English attempts on his territory for more than two years. Tyrone's wife Mabel died in December 1595., 4th paragraph. The same month, Tyrone's partnership with O'Donnell came under strain as Rose had not born O'Donnell children. With Tyrone's consent, O'Donnell separated from Rose in hopes of a marriage alliance with the daughter of the neutral 3rd Earl of Clanricarde. This plan came to naught. Tyrone sent his secretary Henry Hovenden into Tyrconnell to handle the situation, and O'Donnell eventually took Rose back. According to Dunlop, "for the next two years it is impossible to describe the relations between Tyrone and the government as those either of settled peace or open war". In April 1596, Philip II anxiously exhorted Tyrone to continue the war with England. Tyrone thereafter chose to temporize with the authorities, professing his loyalty to the crown whenever circumstances required. A hollow peace was signed on 24 April, and further negotiations to develop a peace treaty were almost complete by May.


Relations with Spain

Spanish captain Alonso Cobos met with Tyrone, O'Donnell and Cormac MacBaron in early May. After the meeting, the Irishmen agreed to abandon the peace treaty and become vassals of Philip II. Tyrone and O'Donnell also petitioned Philip II to make Albert VII, Archduke of Austria, the new monarch of Ireland. After these developments, Tyrone and O'Donnell began to deliberately derail peace negotiations and provoke war in previously peaceful parts of the country. It became clear to the English that Tyrone intended the war to be not just a war for Ulster, but for all of Ireland. Tyrone declared to Norris that he and O'Donnell had rejected further meetings with the Spanish. To put the matter at rest, he submitted Philip II's letter to Russell as a show of transparency. However, Philip II soon learned of Tyrone's maneuver and was indignant at this breach of trust. In defense, Tyrone shifted blame onto his secretary. Tyrone's strategy became more combative once he had received promises that a large-scale Spanish military expedition would be incoming. He imported regular shipments of munitions and his ally Fiach McHugh O'Byrne engaged in a series of skirmishes against Lord Deputy Russell's troops. Tyrone intentionally gave the English government the impression that peace was imminent as misdirection from the impending Spanish expedition. After much delay, the 2nd Spanish Armada finally sailed from
Lisbon Lisbon ( ; ) is the capital and largest city of Portugal, with an estimated population of 567,131, as of 2023, within its administrative limits and 3,028,000 within the Lisbon Metropolitan Area, metropolis, as of 2025. Lisbon is mainlan ...
in October 1596. Unfortunately for Tyrone, the armada ended in failure when it was met with a sudden storm which claimed over 3,000 lives. In a parley with Norris at Dundalk in January 1597, Tyrone admitted to writing letters to Spain but placed the blame partly on O'Donnell. He agreed to a further parley in March but made excuses to postpone it. On 22 May, Thomas Burgh, 3rd Baron Burgh, took over as Lord Deputy. Burgh refused to entertain Tyrone's excuses and launched a two-pronged attack on Tyrone and O'Donnell's territories. On 6 June, English forces launched a surprise attack on Tyrone between Newry and
Armagh Armagh ( ; , , " Macha's height") is a city and the county town of County Armagh, in Northern Ireland, as well as a civil parish. It is the ecclesiastical capital of Ireland – the seat of the Archbishops of Armagh, the Primates of All ...
. Tyrone withdrew across the Blackwater. On 14 July Burgh captured the Blackwater fort. Tyrone "hanged twenty of his knaves that were appointed for the defence of the sconce", and returned to besiege the fort. Burgh died from illness in October. It was anticipated that Tyrone would seize this opportunity to overrun the Pale. Instead, on 22 December, he submitted himself to the Earl of Ormonde at Dundalk, and "upon the knees of his heart professed most hearty penitence for his disloyalty, and especially his foul relapses thereinto". He promised to renounce the title of O'Neill clan chief, to refrain from putting obstacles in the way of victualling the Blackwater fort, and not to correspond with Spain or any other foreign nation. Tyrone presented a document of grievances which listed offences committed by the government against the Irish. Ormonde transmitted this petition, in which liberty of conscience was foremost, to Elizabeth I. On these terms a truce for eight weeks, subsequently renewed to 7 June 1598, was concluded. In early 1598, administrator Conyers Clifford induced various confederates (most notably founding member Brian Oge O'Rourke) to leave the confederacy and fight for the Crown. Many of the turncoats rejoined the confederacy in fear after O'Donnell executed their men. O'Rourke's betrayal "did amaze Tyrone"—he became paranoid and temporarily arrested various confederate clan chiefs, including Hugh Maguire.


Large-scale rebellion, 1598–1603


Battle of the Yellow Ford

Tyrone's pardon was granted on 11 April 1598. However the Earl felt that the Crown would eventually supersede his authority in Ulster. When the truce expired in June, Tyrone resumed hostilities. He besieged the Blackwater fort and threatened to starve out the inhabitants. Motivated by his animosity towards Tyrone, Bagenal encouraged a relief exercise to be sent to the fort. On 14 August, whilst crossing the River Callan, Bagenal's army was attacked by the combined forces of Tyrone, O'Donnell and Maguire. The confederates had prepared ditches in the ground to obstruct the enemy. Half of Bagenal's 4,000 men were killed, including Bagenal himself, who was struck by a bullet after lifting his visor. The confederacy's success at the battle was the greatest victory by Irish forces against England, and it sparked a general revolt throughout the country, particularly the south. Tyrone has been criticised for failing to immediately capitalise on his victory, as he let three months elapse before launching a major attack into Munster. However, it is possible Tyrone sustained heavy losses from the battle., 13th paragraph. One estimate puts Irish losses at the battle of the Yellow Ford at around 200 killed. News of the battle spread across
western Europe Western Europe is the western region of Europe. The region's extent varies depending on context. The concept of "the West" appeared in Europe in juxtaposition to "the East" and originally applied to the Western half of the ancient Mediterranean ...
, prompting Philip II to send a congratulatory letter to the confederates. Unfortunately for Tyrone, Philip II died the following month; he was succeeded by his son Philip III.


Essex in Ireland

After much hesitation, Elizabeth I selected
Robert Devereux, 2nd Earl of Essex Robert Devereux, 2nd Earl of Essex (; 10 November 1565 – 25 February 1601) was an English nobleman and a favourite of Queen Elizabeth I. Politically ambitious, he was placed under house arrest following a poor campaign in Ireland during th ...
, as her new Lord Deputy. Essex, a recently disgraced
favourite A favourite was the intimate companion of a ruler or other important person. In Post-classical Europe, post-classical and Early modern Europe, early-modern Europe, among other times and places, the term was used of individuals delegated signifi ...
of the queen, reluctantly took on the role to strengthen his reputation. Essex had an existing connection with Ireland and Tyrone, as his father Walter Devereux was one of Tyrone's early allies. In a letter prior to his arrival in Ireland, he declared his intentions as Lord Deputy: "by God, I will beat Tyrone in the field, for nothing worthy of her Majesty's honour hath yet been achieved". Essex landed in Ireland on 15 April 1599 with an expeditionary force of 17,000 troops and 1,500 horses—the largest English army dispatched to the country. The situation in Ireland was practically unaltered since the battle of the Yellow Ford. Despite his resources, Essex's Irish campaign proved to be a failure. He led months of ill-managed operations in the south of Ireland, lost hundreds of soldiers to disease, desertion and warfare (particularly the Battle of Curlew Pass), and executed every tenth officer for cowardice. The confederates felt the English threat had weakened enough that they could safely travel with their wives—Tyrone's fourth wife Catherine Magennis, whom he had married in August 1597, was present at his camp in June 1599 during her first pregnancy. Towards the end of July, Essex received letters from the queen with peremptory orders to travel northwards and attack Tyrone with all speed. Tyrone skirmished with Essex's forces as they approached the borders of Ulster, but this was nothing like a general engagement. Essex's numbers had dwindled to only 4,500 and Tyrone, whose army far outnumbered Essex's, refused to give battle. Tyrone sent his counsellor Henry O'Hagan to request a parley, and Essex stubbornly agreed only after Tyrone had asked three times. On 7 September 1599, at the ford of Bellaclinthe on the
River Lagan The River Lagan (; Ulster Scots dialects, Ulster Scots: ''Lagan Wattèr'') is a major river in Northern Ireland which runs from the Slieve Croob mountain in County Down to Belfast where it enters Belfast Lough, an inlet of the Irish Sea. The ...
, Tyrone met Essex for a half-hour parley. Tyrone waded his horse into the river whilst Essex stayed on the bank. Tyrone doffed his cap, saluting Essex "with a great deal of reverence". He praised Essex's late father and claimed he was willing to obtain peace from the new Lord Deputy. Tyrone would not give anything in writing, claiming that he feared Spain would cease their alliance with Ireland if evidence appeared that he was negotiating with England. Tyrone once again demanded liberty of conscience, to Essex's contempt. He also demanded a single treaty wherein the Crown would restore confiscated Irish lands to their former owners. Essex was not familiar with Tyrone's wily nature and gullibly accepted these proposals. Because their parley was conducted privately, out of earshot of their armies, Essex was later accused of conspiring with Tyrone to seize the thrones of England and Ireland. These accusations are far-fetched and obviously defamatory. A more formal meeting occurred later that day at the same ford, with six witnesses on each side attending. Ultimately an informal truce of six weeks was arranged. Tyrone retired to Tír Eoghain, and a humiliated Essex returned to England to face his queen. Elizabeth I was displeased by the favourable conditions allowed to Tyrone and by Essex's treatment of him as an equal. Tyrone broke off the truce upon hearing of Essex's arrest, though English statesman Robert Cecil was weary of the war and remained intent on peace. Following a failed uprising, Essex was eventually executed for
treason Treason is the crime of attacking a state (polity), state authority to which one owes allegiance. This typically includes acts such as participating in a war against one's native country, attempting to Coup d'état, overthrow its government, spy ...
on 25 February 1601.


Faith and Fatherland campaign

On 5 November 1599, in a strong position after Essex's failed campaign, Tyrone issued a public proclamation declaring a holy war against England. He sent a list of 22 proposed terms for a peace agreement to Queen Elizabeth, including a request on the status of future English viceroys. This amounted to accepting English sovereignty over Ireland as a reality while hoping for tolerance and a strong Irish-led administration. The Dublin government were frightened upon receiving the proclamation. It was decided that any further meetings would be unseemly and futile, and the proposal was ignored. Tyrone's main goal was now to win over Ireland's English-speaking Catholic population (the "
Old English Old English ( or , or ), or Anglo-Saxon, is the earliest recorded form of the English language, spoken in England and southern and eastern Scotland in the Early Middle Ages. It developed from the languages brought to Great Britain by Anglo-S ...
"). Despite his previous apathy towards religion, Tyrone began to position himself as a champion for Catholicism in order to rally further Irishmen to his cause. He declared that "if ehad to be king of Ireland without having the catholic religion, ewould not the same accept". Tyrone gained a token of encouragement from
Pope Clement VIII Pope Clement VIII (; ; 24 February 1536 – 3 March 1605), born Ippolito Aldobrandini, was head of the Catholic Church and ruler of the Papal States from 30 January 1592 to his death in March 1605. Born in Fano, Papal States to a prominen ...
, who entitled him "Captain General of the Catholic Army in Ireland". In late 1599 and early 1600, the Earl was in Munster on pilgrimage. He supported the claim of James FitzThomas Fitzgerald (the Súgán Earl) to the Earldom of Desmond, and recognised Florence MacCarthy as the MacCarthy Mor at Inniscarra. However the Munster expedition ended in failure when in early March, confederacy commander Maguire was shot and killed by English forces whilst on a nearby reconnaissance mission. Maguire's death was a major loss to the confederacy and prompted Tyrone to abruptly return to Ulster. Ultimately Tyrone's religious rhetoric could not abolish the deep distrust the Old English had of the Gaelic Irish, and he looked again to Spanish intervention as a means of winning the war. Tyrone stimulated the Irish-Spanish alliance by sending his son Henry to Spain in April 1600. At this time controversial
Jesuit The Society of Jesus (; abbreviation: S.J. or SJ), also known as the Jesuit Order or the Jesuits ( ; ), is a religious order (Catholic), religious order of clerics regular of pontifical right for men in the Catholic Church headquartered in Rom ...
James Archer operated as his representative at the Spanish court. Shortly after Tyrone's return to Ulster, he learnt that a Spanish ship had arrived bearing
Archbishop of Dublin The Archbishop of Dublin () is an Episcopal polity, archiepiscopal title which takes its name from Dublin, Republic of Ireland, Ireland. Since the Reformation in Ireland, Reformation, there have been parallel apostolic successions to the title: ...
Mateo de Oviedo with letters from Philip III. The ship carried considerable supplies of money and ammunition for the confederacy.


Baron Mountjoy and Henry Docwra

In February 1600, Charles Blount, 8th Baron Mountjoy, Essex's successor as Lord Deputy, arrived in Ireland. He was a protégé of Essex and similarly a favourite at court. Mountjoy posed a major threat to Tyrone as he began immediately revitalising and restoring confidence in the royal army. He assigned veteran soldiers Arthur Chichester and George Carew to Ulster and Munster respectively. In May 1600 the English achieved a strategic breakthrough when Henry Docwra, at the head of a considerable army, took up a position at Tyrone's rear in
Derry Derry, officially Londonderry, is the second-largest City status in the United Kingdom, city in Northern Ireland, and the fifth-largest on the island of Ireland. Located in County Londonderry, the city now covers both banks of the River Fo ...
. Docwra persuaded several unsatisfied confederacy members to defect to the English. These Irish soldiers, particularly Niall Garve O'Donnell and Arthur O'Neill, emboldened the English troops and allowed Docwra to significantly weaken Tyrone's forces. In September Mountjoy established his camp at Faughart with the intention of conducting a winter campaign against Tyrone. There was some fighting in the Moyry Pass, where Tyrone had entrenched himself, compelling him to retire to Armagh. A large reward was offered for the Earl's capture, dead or alive. Tyrone was in a desperate position. Upset with setbacks, he began drinking heavily and took his frustrations out on his wife Catherine.


Spanish intervention and siege of Kinsale

As 1601 began, Philip III was focused on dispatching an expedition to Ireland in order to improve his position in the Anglo-Spanish War. In October 1601, the long-awaited aid from Spain appeared in the form of an army under Spanish commander Juan del Águila, which occupied the town of
Kinsale Kinsale ( ; ) is a historic port and fishing town in County Cork, Ireland. Located approximately south of Cork (city), Cork City on the southeast coast near the Old Head of Kinsale, it sits at the mouth of the River Bandon, and has a populatio ...
in the extreme south of the country. Tyrone was displeased at the small size of the force and the fact that they had landed in the south—moving his army there would mean leaving Ulster unprotected. Mountjoy rushed to contain the Spanish, but it was not until the beginning of November that Tyrone was able to put his army in motion. Tyrone and O'Donnell marched separately from the north, through territories defended by Carew, in the depths of a severe winter. They gained little support en route. Tyrone's army united with O'Donnell's at Bandon on 15 December.The Irish presence at Kinsale trapped the English between the confederates and the Spaniards. Tyrone and O'Donnell seem to have initially agreed on starving out the besiegers, but Juan del Águila urged a prompt combined attack on the English lines. 17th-century writers Lughaidh Ó Cléirigh and Philip O'Sullivan Beare claim that O'Donnell naively urged Tyrone to attack, but not all modern historians believe these accounts are accurate. John McGurk, J. J. Silke, Cyril Falls and McGettigan concur; Morgan and Gerard Anthony Hayes-McCoy disagree. O'Donnell had previously induced Tyrone into a full frontal assault during a campaign in 1598, so this narrative is not out of the question. Morgan claims it was the pressure from the beleaguered Spaniards that wore down Tyrone, and that the Earl also had his reputation on the line., 17th paragraph. In any case, Tyrone uncharacteristically yielded to the Spanish officers and resolved to make an immediate joint attack. On the morning of 24 December 1601, Tyrone's force of 5,000 men took their position. As soon as they were spotted, Mountjoy ordered his men to attack. Tyrone retreated but Mountjoy's cavalry routed the fleeing soldiers. 1,200 men were killed and another 800 were wounded. The battle was a disaster for Tyrone and nullified years of his wartime success. He was strongly in favour of another attempt but was unable to persuade his surviving soldiers. O'Donnell was in a state of nervous breakdown. The defeat at Kinsale was a fatal blow to the confederacy and destroyed any chance of winning the war. In the haste to leave Munster, 140 of Tyrone's men drowned while passing the Blackwater. According to Carew, a troop of women could have beaten Tyrone's army on its homeward march.


Peace settlement

Tyrone reluctantly allowed O'Donnell to travel to Spain to seek further military assistance from Philip III. With a shattered force, Tyrone made his way once more to the north, where he renewed his policy of ostensibly seeking pardon while warily defending his territory. The Crown's army swept the country. The English forces began to close in on Tyrone—Mountjoy from the south, and Dowcra and Chichester from the north. Mountjoy destroyed the traditional O'Neill inauguration stone at Tullyhogue. With queen Elizabeth in bad health, Tyrone may have been set on holding out until
James VI of Scotland James VI and I (James Charles Stuart; 19 June 1566 – 27 March 1625) was King of Scotland as James VI from 24 July 1567 and King of England and Ireland as James I from the union of the Scottish and English crowns on 24 March 1603 until ...
acceded to the English throne; he had diplomatic relations with James earlier in the war. English forces destroyed crops and livestock in Ulster in 1601–1602, particularly in the lands of Tyrone's principal vassal (and son-in-law) Donnell Ballagh O'Cahan. This led to O'Cahan's surrender and withdrawal from Tyrone in July 1602, which drastically weakened the Earl's power. In June 1602 Tyrone destroyed his capital at Dungannon and retreated into the woods of Glenconkeyne. Despite O'Donnell's petitioning to Philip III, the promised Spanish fleet was repeatedly delayed due to a lack of resources. O'Donnell died in Simancas of a sudden illness on 30 August. The Spanish government subsequently abandoned plans to support the confederacy and instead sought a peace treaty with England. Mountjoy continued to pursue Tyrone to no avail. The Earl entered Fermanagh in autumn but was back in Glenconkeyne by December. He was able to rely on fellow Irish lords to provide him with provisions and intelligence. Whilst in Glenconkeyne, exactly a year after the defeat at Kinsale, Tyrone wrote a letter to Philip III asking for a Spanish warship to be sent to Ulster. The royal army's use of
scorched earth A scorched-earth policy is a military strategy of destroying everything that allows an enemy military force to be able to fight a war, including the deprivation and destruction of water, food, humans, animals, plants and any kind of tools and i ...
tactics led to famine across 1602–1603, with conditions so extreme that the local population were reduced to cannibalism. In January 1603, Mountjoy admitted to Cecil that capturing the Earl would be up to chance. Despite his efforts, Mountjoy could not convince anyone to betray Tyrone. On 22 December 1602, Tyrone offered his submission on his own terms, but this was firmly rejected by the queen. She insisted that Tyrone's title should be stripped from him and that his lands should be reduced. Early in 1603, Mountjoy opened negotiations with Tyrone. Tyrone made his submission to Mountjoy on 30 March at
Mellifont Abbey Mellifont Abbey (, literally 'the Big Monastery'), was a Cistercians, Cistercian abbey located close to Drogheda in County Louth, Ireland. It was the first abbey of the order to be built in Ireland. In 1152, it hosted the Synod of Kells-Mellifo ...
. The queen had died on 24 March but Mountjoy concealed this news until the negotiations had concluded. Had Tyrone known of Elizabeth's death, he would likely have bargained more aggressively. The primary stipulations of the treaty were that the Gaelic chieftains abandon brehon law, dissolve their private armies and swear loyalty only to the English Crown. These were particularly generous terms. On 8 April Tyrone renewed his submission before Mountjoy and the council in Dublin. This was where Tyrone heard of the queen's death; he apparently wept with frustration. After Tyrone's submission, the remaining confederates followed suit. This marked the end of the Nine Years' War.


Post-war, 1603–1607

In summer 1603, Tyrone sailed to England with Mountjoy and Rory O'Donnell (Hugh Roe O'Donnell's younger brother) to meet Elizabeth's successor James I. Fynes Moryson recorded that, as Tyrone traveled through
Wales Wales ( ) is a Countries of the United Kingdom, country that is part of the United Kingdom. It is bordered by the Irish Sea to the north and west, England to the England–Wales border, east, the Bristol Channel to the south, and the Celtic ...
on his way to London, widows of British soldiers hurled "dirt and stones at the Earl... and eviledhim with bitter words". Tyrone and Rory arrived at London on 4 June and presented themselves at
Hampton Court Hampton Court Palace is a Listed building, Grade I listed royal palace in the London Borough of Richmond upon Thames, southwest and upstream of central London on the River Thames. Opened to the public, the palace is managed by Historic Royal ...
. Many English courtiers were greatly incensed at the gracious reception accorded by the king to these notable rebels. John Harington was outraged "to see that damnable rebel Tyrone brought to England, honoured, and well-liked... enow smileth in peace at those who did hazard their lives to destroy him". Tyrone even went hunting with the new king. Under a new patent almost as extensive as the one he had been given in 1587, Tyrone was confirmed in his title and core estates. He was also bold enough to request the lord presidency of Ulster, but was only allowed lieutenancy of Tír Eoghain and Armagh. Rory was created 1st Earl of Tyrconnell. Whilst Tyrone was in England, he sent a letter to Philip III offering to take up arms for Spain if peace negotiations between Spain and England failed. Tyrone returned to Ireland at the end of August 1603 and began rebuilding his estates, an easy task under the reserved government of George Carey, who had replaced Mountjoy as Lord Deputy. As part of the Treaty of Mellifont, Tyrone was given authority over O'Cahan, whom he retained animosity towards due to his desertion during the war. A land rights dispute shortly arose between them, as O'Cahan's surrender to Docwra was under the promise that O'Cahan would retain his land as an independent chieftain. Tyrone maintained that O'Cahan's independence was incompatible with the terms of his own restoration, and insisted on exacting his customary rents from him. Docwra pleaded for O'Cahan's case before the council, but Mountjoy sided with Tyrone. O'Cahan was forced to yield a third of his ancestral lands to the Earl. Arthur Chichester became Lord Deputy in February 1605. Chichester's attitude towards the Gaelic lords was markedly more aggressive. He abolished brehon law and removed the authority that senior lords had over junior nobles—making O'Cahan a freeholder with new legal rights. Chichester was also antagonistic to Tyrone, forcing him to attend Protestant services and accusing him of plotting with Spain. It became clear to Tyrone that the restoration of his earldom meant little. Tyrone's marriage became strained and in December 1605 he considered divorcing his wife Catherine. Chichester sent officer Toby Caulfield to recruit Catherine as a double agent, but she dismissed this out of hand. Tyrone lost his support from the council when Mountjoy died in April 1606. George Montgomery, the new Protestant Bishop of Derry, exacerbated the conflict between Tyrone and O'Cahan by encouraging O'Cahan to renew his suit against Tyrone.
Attorney-General for Ireland The Attorney-General for Ireland was an Kingdom of Ireland, Irish and then, from 1801 under the Acts of Union 1800, United Kingdom government office-holder. He was senior in rank to the Solicitor-General for Ireland: both advised the Crown on ...
John Davies prepared a case to prove that O'Cahan's lands were legally vested in the Crown, and he also acted as O'Cahan's counsel during the proceedings. Montgomery also encouraged O'Cahan to leave his wife, Tyrone's daughter Rose (former wife of Hugh Roe O'Donnell), and return to his first wife Mary, who he was apparently never actually divorced from. Montgomery wrote to Chichester on 4 March 1607: "the breach between 'Cahanand his landlord yronewill be the greater by means of yrone'sdaughter, his reputed wife, whom he has resolved to leave, having a former wife lawfully married to him." In March 1607 O'Cahan repudiated his marriage to Rose and before the end of the year he had married another woman. Tyrone had asked for Rose's dowry back, but O'Cahan retained it. It is clear that government officials were harnessing O'Cahan's hostility to orchestrate Tyrone's undoing. Tensions between Tyrone and the English government escalated. Tyrone's continued correspondence with Spain broke his promises made at Mellifont. In 1607, the Earl of Tyrconnell accidentally exposed a plot to seize Dublin Castle, hopefully with Tyrone's involvement, during a conversation with Richard Nugent, Lord Delvin. Though the government had no evidence to charge Tyrone with, they suspected his intention to raise up a fresh rebellion, and in April 1607 the Earl was summoned to Dublin to answer O'Cahan's plaint. O'Cahan had received loans to fund his case. During their meeting in court that May, Tyrone lost his temper. He snatched a document from O'Cahan's hands and tore it up in front of Chichester. Tyrone's violent behaviour towards O'Cahan greatly damaged his cause, and it was ordered that two-thirds of the lands should remain in O'Cahan's possession. The government, unable to come to a definite conclusion on the remaining third, referred the matter to the king's decision. Tyrone was ordered to present himself in London at the beginning of Michaelmas term (late September). By September, Tyrconnell's supposed plot was known to the government. Information reached Tyrone that the government intended to imprison him, or possibly execute him, once he got to London; it is unclear from where he obtained this intelligence. Historians are undecided on whether this plot actually existed and if the government intended to arrest Tyrone. The exact cause of Tyrone's flight is a matter of controversy among historians, though he certainly believed that his arrest was imminent. A group of confederate allies, including clan chief Cuconnacht Maguire, seaman John Rath, Tyrconnell's secretary Matthew Tully and nobleman Donagh O'Brien, sent a French vessel to Ulster to facilitate an escape. Tyrconnell already planned to leave the country and flee to Spain, and he convinced Tyrone to come with him. Tyrone was at Slane with Chichester when news of the vessel's arrival reached him. He seemed to have come to an immediate snap decision. Attorney-General Davies recollected that Tyrone left Slane in an unusually solemn manner, farewelling every servant and child in the house.


Exile in Rome, 1607–1616


Flight of the Earls

"The Flight of the Earls" occurred on 14 September 1607, when Tyrone and Tyrconnell embarked at midday at Rathmullan on Lough Swilly on a voyage bound for
A Coruña A Coruña (; ; also informally called just Coruña; historical English: Corunna or The Groyne) is a city and municipality in Galicia, Spain. It is Galicia's second largest city, behind Vigo. The city is the provincial capital of the province ...
in Spain. Accompanying them were their wives, families and retainers, numbering about ninety-nine persons. The Flight is seen to symbolically mark the collapse of Gaelic Irish society. Tyrone was clearly agitated during the departure. Due to time constraints, he left his five-year-old son Conn Ruadh behind, to Catherine's distress. According to an English account, " atherinebeing exceedingly weary slipped down from her horse and weeping said she could go no further." Tyrone responded by threatening her with his sword "if she did not pass on with him and put on a more cheerful countenance". The ship was driven by storms and contrary winds into port at Quillebeuf in
Normandy Normandy (; or ) is a geographical and cultural region in northwestern Europe, roughly coextensive with the historical Duchy of Normandy. Normandy comprises Normandy (administrative region), mainland Normandy (a part of France) and insular N ...
.
Henry IV of France Henry IV (; 13 December 1553 – 14 May 1610), also known by the epithets Good King Henry (''le Bon Roi Henri'') or Henry the Great (''Henri le Grand''), was King of Navarre (as Henry III) from 1572 and King of France from 1589 to 16 ...
refused English demands to hand over the refugees and—though denying them from proceeding to Spain—permitted them passage to the
Spanish Netherlands The Spanish Netherlands (; ; ; ) (historically in Spanish: , the name "Flanders" was used as a '' pars pro toto'') was the Habsburg Netherlands ruled by the Spanish branch of the Habsburgs from 1556 to 1714. They were a collection of States of t ...
. Despite the earls' petitioning, Philip III would not allow the refugees to enter Spain for fear of violating the 1604 Anglo-Spanish peace treaty. Spain was on the verge of bankruptcy and could not afford another war with England. In mid-December, the refugees received news that Archduke Albert VII wanted them to leave his states. On 28 February 1608, Tyrone and his companions (now reduced to thirty-two people on horseback and the women in a coach) left
Leuven Leuven (, , ), also called Louvain (, , ), is the capital and largest City status in Belgium, city of the Provinces of Belgium, province of Flemish Brabant in the Flemish Region of Belgium. It is located about east of Brussels. The municipalit ...
to travel southwards. The nobles left their younger children behind in Leuven under the care of Irish
Franciscans The Franciscans are a group of related organizations in the Catholic Church, founded or inspired by the Italian saint Francis of Assisi. They include three independent religious orders for men (the Order of Friars Minor being the largest conte ...
at St Anthony's College. On 29 April, Tyrone and Tyrconnell were welcomed into
Rome Rome (Italian language, Italian and , ) is the capital city and most populated (municipality) of Italy. It is also the administrative centre of the Lazio Regions of Italy, region and of the Metropolitan City of Rome. A special named with 2, ...
by a large procession of cardinals. The two earls met Pope Paul V the next day. The journey to Rome was recorded in great detail by writer Tadhg Ó Cianáin. In November 1607 the flight was proclaimed as treasonous by James I. A
bill of attainder A bill of attainder (also known as an act of attainder, writ of attainder, or bill of pains and penalties) is an act of a legislature declaring a person, or a group of people, guilty of some crime, and providing for a punishment, often without a ...
was passed against Tyrone by the
Parliament of Ireland The Parliament of Ireland () was the legislature of the Lordship of Ireland, and later the Kingdom of Ireland, from 1297 until the end of 1800. It was modelled on the Parliament of England and from 1537 comprised two chambers: the Irish Hou ...
on 28 October 1614.


Exile

The pope granted Tyrone a monthly pension of a hundred crowns, and a house (on Borgo Vecchio) rent-free, together with an allowance of bread and wine for ten persons. Philip III added four hundred
ducat The ducat ( ) coin was used as a trade coin in Europe from the later Middle Ages to the 19th century. Its most familiar version, the gold ducat or sequin containing around of 98.6% fine gold, originated in Venice in 1284 and gained wide inter ...
s a month. The earls were displeased with the small size of their pension. Compared to Tyrone's arrangements in Ireland, this was a miserly lifestyle. Catherine became highly distressed by the Roman climate and her separation from her children, though Tyrone forbade her from relocating to Leuven. During his time in Rome, Tyrone attended papal ceremonies, visited catacombs and relics, ascended the Scala Santa on his knees, and made the traditional pilgrimage to the
Seven Pilgrim Churches of Rome 7 (seven) is the natural number following 6 and preceding 8. It is the only prime number preceding a cube (algebra), cube. As an early prime number in the series of positive integers, the number seven has symbolic associations in religion, myt ...
. In July 1608 Tyrconnell died of a fever,, 4th paragraph. and by 1610, Tyrone's eldest sons Hugh and Henry had also died. Tyrone continued to petition Philip III for his assistance, pleading him to "liberate atholic Irelandfrom heresy and tyranny", but had no success. Tyrone quickly became disillusioned with his exile and yearned to return to his position in Ireland. For the rest of his life, he did not give up the possibility of returning to Ireland. English spies were monitoring Tyrone during this period. In 1613 the English Crown briefly discussed with Tyrone a potential reconciliation, but this fell apart as the political situation changed. Tyrone ceased his petitioning to Philip III by 1614 when he was threatened with losing his pension unless he remained silent. By this time, Tyrone was planning an ambitious return to Ireland with Spanish aid. In March 1615, he declared to Philip III that "rather than live in Rome, he would prefer to go to his land with a hundred soldiers and die there in defence of the Catholic faith and of his fatherland". In July he bemoaned that he would likely "die within four or six years" and he did not wish to die "without the consolation of dying fighting for my religion and the territories of my forebears".


Death and burial

It has been alleged that Tyrone became blind in his last years, but this is probably propaganda spread by Chichester. Tyrone remained in good health throughout 1615 but he became seriously ill in January 1616. He died in Rome on 20 July. His elaborate funeral was paid for by the Spanish ambassador and attended by cardinals, foreign ambassadors, dignitaries, and many Irish nobles. The English ambassador in Madrid, Francis Cottington, reported on Tyrone's funeral: "Upon the news of his death, I observe that all the principal Irish entertained in several parts of this kingdom are repaired unto this court, as Donal O'Sullivan Beare, 1st Count of Berehaven">Donal Cam O'Sullivan Beare">Donal O'Sullivan Beare, 1st Count of Berehaven from the Groyne Coruña Raymond Burke, from Lisbon; one who calls himself Desmond from
Bayonne Bayonne () is a city in southwestern France near the France–Spain border, Spanish border. It is a communes of France, commune and one of two subprefectures in France, subprefectures in the Pyrénées-Atlantiques departments of France, departm ...
in Galicia; and the Archbishop of Tuam, from Alcalá, with many others of less note, but captains and of good quality." He was interred in the church of
San Pietro in Montorio San Pietro in Montorio (English: "Saint Peter on the Golden Mountain") is a church in Rome, Italy, which includes in its courtyard the ''Tempietto'', a small commemorative ''martyrium'' ('martyry') built by Donato Bramante. History The Church o ...
, beside his son Hugh, his ally Tyrconnell, and Tyrconnell's brother Cathbarr O'Donnell. In a letter dated 27 July, the Council of State remarked to Philip III that "as the Earl left no funds for his burial, Cardinal Borja spent what was necessary at the expense of the Embassy... but in doing this he endeavoured to cover such appearances as might cause difficulties in the relations of your Majesty with the King of England". This explains the brevity of the inscription on Tyrone's tomb. Allegedly, his bones were moved seven years after burial, and his hands were found to be perfectly intact. The original tombstone was lost in 1849 during the Risorgimento. In 1989 Tomás Ó Fiaich laid a new marble plaque with the same inscription. Upon news of Tyrone's death, the court poets of Ireland engaged in the contention of the bards. His presence in Europe was a constant source of concern for the English, and his death came as a welcome relief. The ''
Annals of the Four Masters The ''Annals of the Kingdom of Ireland'' () or the ''Annals of the Four Masters'' () are chronicles of Middle Ages, medieval Irish history. The entries span from the Genesis flood narrative, Deluge, dated as 2,242 Anno Mundi, years after crea ...
'', compiled in 1636, praise the Earl: "the person who here died was a powerful, mighty lord, ndowedwith wisdom, subtlety, and profundity of mind and intellect; a warlike, predatory, enterprising lord, in defending his religion and patrimony against his enemies". Conversely, because Tyrone had deserted his people in 1607, his own generation expressed little admiration for him.


Legacy

Historian James MacGeoghegan rehabilitated Tyrone's image in the seventeenth century. This carried into the nineteenth century when Irish nationalists such as John Mitchel developed a romantic myth around Tyrone, portraying him as a selfless idealist dedicated to the freedom of Gaelic Ireland. Mitchel also credited Tyrone with the development of modern Irish nationalism and the concept of the first independent Irish state. Nevertheless, Tyrone tended to be sidelined in favour of his wartime ally Hugh Roe O'Donnell. Tyrone's "Machiavellian" nature and his partially-English cultural identity are reasons he was not embraced by Irish nationalists in the same way as O'Donnell, whose traditional Celtic upbringing, sensational prison break saga and tragic early death made him a Gaelic Irish martyr and national hero. Seán Ó Faoláin's biography ''The Great O'Neill'' (1942) is the most influential modern work on Tyrone., 22nd paragraph. It attracted a large readership but is today considered inaccurate and overdramatised. Particularly, Ó Faoláin incorrectly claims that Tyrone grew up in England (instead of the Pale) and he overtly romanticises Tyrone's marriage to Mabel Bagenal. ''The Great O'Neill'' was so popular that it was used by Brian Friel as the basis for his 1988 play '' Making History'', which focuses on Tyrone reckoning with his legacy post-Flight. Hiram Morgan's book ''Tyrone's Rebellion'' (1993), which focuses on Tyrone's life up to 1596, restored the Earl to the status he was formerly afforded by contemporary English commentators. Tyrone now overshadows O'Donnell in most modern depictions of the Nine Years' War. Morgan judges Tyrone more harshly than Ó Faoláin, and compared to other historians, he portrays Tyrone as loyal to the confederacy from the beginning. Generally speaking, contemporary historians see Tyrone as a more compelling figure than O'Donnell. They also recognise Tyrone's self-serving reasons for entering the war and blame Tyrone for expediting Gaelic Ireland's decline.


Financial and military power

Unsatisfied with the tribute or rents entitled to him as O'Neill clan chief, Tyrone heavily increased taxes on his subjects. Like his predecessor Shane O'Neill, Tyrone introduced conscription to all men within his country, regardless of their social class. He also tied the peasantry to the land, effectively making them serfs, increasing the production of materials and guaranteeing his supply of labour. Eventually, he was generating revenue of £80,000 per year. For comparison, in the 1540s the Tudor monarchy's total tax revenue was about £31,000. Although that figure had certainly increased since then, in financial terms Tyrone was in a position to challenge the English administration. In his day, he was one of the richest lords in Ireland. Tyrone introduced a "military revolution" to Ireland with his use of firepower and field fortifications in Irish warfare. His revenue allowed him to purchase
musket A musket is a muzzle-loaded long gun that appeared as a smoothbore weapon in the early 16th century, at first as a heavier variant of the arquebus, capable of penetrating plate armour. By the mid-16th century, this type of musket gradually dis ...
s, pikes and ammunition from Britain. Firearms were the primary weapon in Tyrone's army. In 1590, the Crown allowed Tyrone to obtain six tonnes of lead, ostensibly to weatherproof his hall in
Dungannon Dungannon (, ) is a town in County Tyrone, Northern Ireland. It is the second-largest town in the county (after Omagh) and had a population of 16,282 at the United Kingdom Census 2011, 2021 Census. The Dungannon and South Tyrone Borough Counci ...
, but he melted the lead into bullets for his army. Across late 1594 and early 1595, he bought £8,000 worth of gunpowder, lead and firearms from Scotland.Tyrone could arm and feed over 8,000 men—impressive for a Gaelic lord. They were trained and equipped with the latest European weapons and tactics, including
pike and shot Pike and shot was a historical infantry tactical formation that first appeared during the late 15th and early 16th centuries, and was used until the development of the bayonet in the late 17th century. This type of formation combined soldiers ...
. Many of his soldiers were being trained by veterans returned from the Spanish army. Tyrone also had several Spanish and English military advisors in his pay, the Spanish ones having been sent by Philip II. Tyrone's forces were very poor at siege warfare, as evident by their many failures to capture the occupied Blackwater fort. Tyrone had not been formally trained in regular warfare, hence why most of his successful battles were fought guerilla-style. Nevertheless with only small forces he was able to defeat the best English generals sent by Elizabeth I and exhaust her resources. Contemporary English sources lamented how Tyrone was "educated in our discipline and naturally valiant nd had becomeworthily reputed the best man of war of his nation". Henry IV of France declared Tyrone to be one of the best generals of his time.


Religious beliefs

Wartime propaganda depicted Tyrone as a "Catholic crusader", though many of his contemporaries had their doubts regarding the sincerity of his religious convictions. It is generally believed that his preoccupations were political rather than religious. In response to Tyrone framing the Nine Years' War as one of religious freedom, the 2nd Earl of Essex quipped "thou carest for religion as much as my horse"., 14th paragraph. Tyrone was born to Catholic parents, but raised amongst Protestants since the age of 8. The Hovenden family were the "least Protestant of the New English settlers". Tyrone's education in the Pale certainly would have anglicised him, but would not necessarily have led to an identity crisis. In fact, his background gave him the advantage of having allies from both British and Irish backgrounds. Tyrone feigned support for the Crown through the 1580s and early 1590s. On visits to Dublin, he would attend Protestant services with the Lord Deputy. Tyrone's 1591 marriage ceremony was performed by a Protestant bishop, because Tyrone wanted the marriage recognised under English law. Mabel later converted to Catholicism. Tyrone celebrated
Easter Easter, also called Pascha ( Aramaic: פַּסְחָא , ''paskha''; Greek: πάσχα, ''páskha'') or Resurrection Sunday, is a Christian festival and cultural holiday commemorating the resurrection of Jesus from the dead, described in t ...
1584 per the Pope's new
Gregorian calendar The Gregorian calendar is the calendar used in most parts of the world. It went into effect in October 1582 following the papal bull issued by Pope Gregory XIII, which introduced it as a modification of, and replacement for, the Julian cale ...
. Once in open rebellion with the Crown, Tyrone publicly declared that his ultimate objective was to support the freedoms of Catholics by establishing the religion throughout Ireland. This proclamation was predominantly to widen support for his confederacy nationally and abroad, rather than as an authentic statement of belief. In fact, during 1596 peace negotiations the religious nature of his demands came as a surprise to the Dublin government; though he was willing to drop his demand for liberty of conscience. His wartime appeals to Spain typically highlighted the persecution Ireland suffered as a fellow Catholic nation. Historians Nicholas Canny and Thomas O'Connor believe that Tyrone underwent a genuine religious conversion in the late 1590s. It was reported in August 1598 that O'Neill's men made confession before the battle. O'Connor believes that Tyrone's sentimental address at the 1599 parley of Dungannon is indicative of a "conversion experience" and goes beyond simple propaganda rhetoric. In his address, Tyrone candidly admitted his initially secular motives on entering the war and described Roman Catholicism as the one true religion. In the same year Tyrone went on pilgrimage to Holycross in Munster. In a 1600 memorandum to Pope Clement VIII, as part of the "Faith and Fatherland" campaign, Catholic Archbishop
Peter Lombard Peter Lombard (also Peter the Lombard, Pierre Lombard or Petrus Lombardus; 1096 – 21/22 August 1160) was an Italian scholasticism, scholastic theologian, Bishop of Paris, and author of ''Sentences, Four Books of Sentences'' which became the s ...
refuted charges against Tyrone's past: "During his tutelage under the English, enever thought or professed anything other than what was orthodox in religion". According to Lombard, O'Neill attended daily mass, even in the field, and regularly confessed and received communion. Lombard admitted that Tyrone "was not yet always equally solicitous, earnest and zealous in the cause of religion", and claimed that it was the Earl's wartime experiences and the providential nature of his success on the field that molded him into a militant Catholic figure. Lombard did not meet Tyrone until the latter arrived in Rome, so most of his writings are based on reports from hundreds of miles away. During his exile, Tyrone interacted with the Pope and partook in traditional pilgrimages, but his religious views were apparently less dogmatic. This hints that Lombard may have exaggerated Tyrone's devoutness. Ultimately, Tyrone left no personal record of his faith.


Personality

Although Tyrone lacked the magnetism and charisma of his son-in-law Hugh Roe O'Donnell, he was possessed of a considerable charm that produced confidence in others. Tyrone's charm extended even to Queen Elizabeth; letters patent reference him as "one Her Majesty would not willing deny any favour, knowing his devotion to her". This allowed him to build a wide range of contacts, including Old English, Gaelic Irish and New English figures, making him one of the most accomplished Irish politicians of his day., 4th paragraph. Historians have remarked on Tyrone's cultural fluency, which was highly unusual for Gaelic lords of the era. Tyrone's ability to speak English (unlike his Irish brethren) gave him a clear advantage in dealings with English politicians. Tyrone's two-faced nature was well-known; as Attorney-General John Davies put it, "when the earl was in the presence of Englishmen, he was content to be called earl; but when among his followers, he would be highly indignant, nay, offended, if he was not styled 'O'Neill'". Tyrone was also a skilled negotiator; he typically played the "good cop" to O'Donnell's "bad cop" during meetings with the government., 23rd paragraph. O'Donnell was more aggressive and militaristic whereas Tyrone favoured negotiation with their enemies. He avoided impulsive decisions and was prepared to use English techniques to fight his enemies. According to historian Edward Alfred D'Alton, for these reasons, Tyrone bore little resemblance to the average boastful and talkative Gaelic lord. The 20th-century historian John McGurk described O'Neill as having the "rare gift of patience and the ability to inspire loyalty among erstwhile feuding chieftains". However, Tyrone was also a ruthless politician not opposed to murdering his opponents for political gain. He was willing to put himself in danger during his many travels to Dublin. Tyrone was overly ambitious in his war aims, particularly since he had not been formally trained in warfare. His habitual brazenness, his inability to win over the Old English and his over-reliance on Spanish intervention are the major factors that led to his defeat in the Nine Years' War. Conversely to D'Alton, Morgan notes that Tyrone's sudden flight from Ireland, leaving many of his people to suffer in the
Plantation of Ulster The Plantation of Ulster (; Ulster Scots dialects, Ulster Scots: ) was the organised Settler colonialism, colonisation (''Plantation (settlement or colony), plantation'') of Ulstera Provinces of Ireland, province of Irelandby people from Great ...
, displays a selfishness that is typical of a Gaelic lord. Canny calls Tyrone a "forceful, determined and unscrupulous individual, who would allow nothing, and certainly not loyalty to Gaelic institutional life, to hinder his ambitions". Tyrone's disregard for Gaelic tradition and his Gaelic countrymen became evident following the war's end. Like his chieftain predecessors, Tyrone spent his life focused primarily on the pursuit and retention of power. William Camden, Elizabeth I's official historian, described Tyrone:


Family and children


Daughter of Brian McPhelim O'Neill

In his late teens, he married a daughter of Brian McPhelim O'Neill of Clandeboye—possibly named Katherine or Feodora. Brian was in the queen's favour and initially appeared to be a useful ally against Turlough Luineach O'Neill. In 1574, after being incriminated in a violent conflict with English colonists, Brian and his immediate family were imprisoned, tried for treason and executed. Hugh withdrew any association with his father-in-law by annulling the marriage on grounds of consanguinity. Thus, the children of this marriage were considered illegitimate by English society. Tyrone's first wife later married Niall MacBrian Faghartach O'Neill. Their children include: * A daughter who married Ross McMahon shortly before February 1579. Towards the end of 1579, her father intended to remarry her to Philip O'Relieghe. After the execution of her father-in-law Hugh Roe MacMahon in 1590, Tyrone was denied the dowry he was owed from the marriage. * Conn (died December 1601), known as Conn Mac An Iarla, who served as an important captain to Tyrone throughout the war. Conn was wounded near
Kilmallock Kilmallock () is a town in south County Limerick, Republic of Ireland, Ireland, near the border with County Cork, 30 km south of Limerick city. There is a Dominican Priory in the town and King John's Castle (Kilmallock), King's Castle (or K ...
in 1600 and died in December the following year. His son Feardorcha took part in the Flight of the Earls. Children of Tyrone, possibly by his first wife, include: *
Rose A rose is either a woody perennial plant, perennial flowering plant of the genus ''Rosa'' (), in the family Rosaceae (), or the flower it bears. There are over three hundred Rose species, species and Garden roses, tens of thousands of cultivar ...
( 1587 – 1607), who was betrothed to Hugh Roe O'Donnell by 1587. They married in December 1592 and separated in 1595., 10th paragraph. Despite reconciling in April 1597, by the following year they had divorced, putting Tyrone's partnership with O'Donnell under strain. In 1599 she remarried to Donnell Ballagh O'Cahan to strengthen ties between O'Cahan and Tyrone, but O'Cahan repudiated the marriage in March 1607 and remarried to another woman. * A daughter who married her first cousin Henry McArt O'Neill, son of Art MacBaron O'Neill


Siobhán O'Donnell

Hugh married Siobhán O'Donnell (died January 1591) in June 1574, beginning his enduring alliance with the O'Donnells of Tyrconnell. The 1st Earl of Essex announced the marriage on 14 June 1574. Hugh decided to ally with Turlough in 1579 with the hopes of becoming the O'Neill clan's tanist. He repudiated his marriage to Siobhán, who had not yet born him a male heir, and prepared to marry one of Turlough's daughters. In February 1579 it was reported that Hugh and Turlough "knit up such a league of friendship", with Tyrone accompanying Turlough on various hostings. However this alliance (and the engagement) was soon called off. Hugh was bought off by a government commission who convinced Hugh that Turlough would probably die soon enough due to his age and ill health. This episode apparently convinced Hugh that his "fate was tied to that of O'Donnell" and he solidified his alliance with the O'Donnell clan by reconciling with Siobhán. However it is possible that his reconciliation with Siobhán was a calculated move to keep in the government's favour. They had two sons and multiple daughters: * Margaret ( 1598) who married Richard Butler, 3rd Viscount Mountgarret shortly before 8 October 1596—possibly in October 1595. * Sarah ( 1595–1602), who married Arthur Roe Magennis, 1st Viscount Iveagh in 1590. Through Sarah, Tyrone is an ancestor to the Anglo-Irish Wellesley family. * Mary ( 1608), who married Brian McHugh Og MacMahon. According to historian George Hill, Mary is the same woman who married Ross McMahon. *
Alice Alice may refer to: * Alice (name), most often a feminine given name, but also used as a surname Literature * Alice (''Alice's Adventures in Wonderland''), a character in books by Lewis Carroll * ''Alice'' series, children's and teen books by ...
(1583 – ) who married Randal MacDonnell, 1st Earl of Antrim in 1604. She was younger than her sisters Sarah and Mary, and older than her brother Hugh. * Hugh, 4th Baron Dungannon ( – September 1609); he died in Rome and was buried in
San Pietro in Montorio San Pietro in Montorio (English: "Saint Peter on the Golden Mountain") is a church in Rome, Italy, which includes in its courtyard the ''Tempietto'', a small commemorative ''martyrium'' ('martyry') built by Donato Bramante. History The Church o ...
on 24 September. * Henry ( – 25 August 1610); he became colonel of the first Irish regiment in the Spanish army.


Mabel Bagenal

Tyrone was betrothed to Mabel Bagenal ( – December 1595) in July 1591. They married on 3 August 1591 and had no offspring together. In May 1593 the couple clashed over the assassination of Phelim MacTurlough O'Neill - "the countess clapping her hands together was sorry, as should seem, of that which happened, to whom the earl in English spoke with vehemency". Casway believes that despite the romantic circumstances of their courtship, the marriage "probably ran its course" and Tyrone would have continued with his concubines. According to Tyrone himself, "because I did affect two other gentlewomen, she grew in dislike with me, forsook me, and went unto her brother to complain upon me to the council of Ireland, and did exhibit articles against me". Mabel died in December 1595, aged 24 years old.


Catherine Magennis

Tyrone married Catherine Magennis (died March 1619) around August 1597. He jilted the daughter of Angus MacDonald, 8th of Dunnyveg, to marry Catherine instead. It was a political marriage intended to bring the previously neutral Magennis family into the confederacy. In 1600, with the confederacy facing failure, Tyrone began drinking heavily and took his frustrations out on Catherine. He considered divorcing her in December 1605, but allegedly she confronted him and warned that if he didn't stop his abuse, she "would discover him so far as to infer again to rebellion or to lose his head". Catherine reluctantly accompanied Tyrone on his flight. His will did not sufficiently provide for her, and she died penniless in
Naples Naples ( ; ; ) is the Regions of Italy, regional capital of Campania and the third-largest city of Italy, after Rome and Milan, with a population of 908,082 within the city's administrative limits as of 2025, while its Metropolitan City of N ...
. She had three surviving sons: * Shane (October 1599 – 29 January 1641) who was recognised by the Spanish court as the successive Earl of Tyrone ("El Conde de Tyrone"). Per his father's request, he succeeded Henry as colonel of the Irish regiment. Shane fought in the
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and was killed in
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at the Battle of Montjuïc. * Conn Ruadh ( – in or after 1622), also known as Conn na Creige. He was left behind at the time of the flight, was educated at
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as a Protestant, and was committed to the
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on 12 August 1622. *
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( – 16 August 1617), who was found hanged in his room in
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with his hands tied behind his back, possibly assassinated.


Other children

Tyrone was known to have various concubines. He had many illegitimate children or children of unknown maternal origin: * Margaret O'Neill ( 1593–1612), who married Hugh Maguire around May 1593 * Catherine O'Neill ( 1602), who married Henry Oge O'Neill and had a son, Turlough McHenry O'Neill. Her husband and son both died in 1608 fighting against O'Doherty's rebellion. * A daughter, who married Donnell Oneyle * Bridget ( 1615) who was with Tyrone in Rome before his death. She presumably took part in the Flight. * A daughter ( 1610) who married Brian Art Roe McEny


Depictions


Portraits

According to historian James Kane, the only authenticated likeness of Hugh O'Neill is part of a fresco in the Vatican by Giovanni Battista Ricci. Painted circa 1610 in the ''Sala Paolina'', the fresco depicts his attendance at the 1608 canonization of Frances of Rome by Pope Paul V. He stands next to the 1st Earl of Tyrconnell, sometimes mistaken for the Spanish ambassador. According to historian Benedict Fearon, Tyrone allegedly sat for a portrait during his last years in Rome. An illustration of Tyrone appears in Primo Demaschino's ''La Spada d'Orione'', published in Rome in 1680. Tyrone's likeness in this illustration was based on the Vatican fresco. In 1866, C. de Gernon owned two portraits of Tyrone—one in armour, the other in his old age—which both exhibited at the 1866 Exhibition of National Portraits. The old age portrait was presumably the ''La Spada d'Orione'' illustration. By the 1990s, the armoured portrait was in the possession of Lord Dunsany. This reputed nineteenth-century portrait, from an original in the Vatican, was based on Tyrone's likeness from the ''La Spada d'Orione'' illustration. William Holl the Younger produced an engraving of Tyrone based on this portrait. This common image of Tyrone as a stocky armoured figure with cropped hair and a bushy black beard is "almost certainly a Victorian fantasy". Drawings from the 1620s depict Tyrone as a wiry man with a pointed beard and dark eyes. The Ulster Museum owns two portraits of Tyrone—both were painted in the 19th century.


Literature

* In his 1861 poem ''Eirinn a' Gul'' ("Ireland Weeping"),
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poet William Livingston laments the loss of Irish clan chiefs like Tyrone, O'Donnell and Maguire. * '' Flint and Mirror'', a 2022 novel by John Crowley, depicts Tyrone as a man whose loyalties are magically divided between the Queen of England and the old gods of Ireland.


Screen

* Hugh O'Neill was played by Alan Hale Sr. in ''
The Private Lives of Elizabeth and Essex ''The Private Lives of Elizabeth and Essex'', for a time also entitled ''Elizabeth the Queen'', is a 1939 American historical romantic drama film directed by Michael Curtiz and starring Bette Davis, Errol Flynn, and Olivia de Havilland. Based on ...
'' (1939). * Hugh O'Neill was portrayed by Tom Adams in the Disney film '' The Fighting Prince of Donegal'' (1966), with a character name change to Henry O'Neill. * In the 1971
BBC The British Broadcasting Corporation (BBC) is a British public service broadcaster headquartered at Broadcasting House in London, England. Originally established in 1922 as the British Broadcasting Company, it evolved into its current sta ...
drama '' Elizabeth R'' he was played by Patrick O'Connell. The drama depicts his riverside parley with the 2nd Earl of Essex. * The
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documentary programme ''You Thought You Knew - The Plantation'' depicts several events from Tyrone's life via re-enactment. * In 2021, it was reported that writer Jack Armstrong was developing a television drama, titled ''The O'Neill'', centered on Tyrone.


Theatre

* Tyrone is the central character in Brian Friel's play '' Making History'' (1989), which is concerned largely with his third marriage to Mabel Bagenal; Friel describes the marriage as a genuine if ill-fated love affair. Stephen Rea played Tyrone in ''Making History'''s original production. Denis Conway played Tyrone in a 2007 production to mark the 400th anniversary of the Flight of the Earls. * ''Running Beast'', a 2007 musical theatre piece by playwright Donal O'Kelly with music by the composer Michael Holohan, is based on Tyrone's career. It commemorated the 400th anniversary of the Flight of the Earls.


Notes and references


Notes


Citations


Sources

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Further reading


Primary sources

* * * *
Hugh O'Neill, ''War aims''
in * * – 1600 to 1601 * – 1601 to 1602


Secondary sources

* * * * * * * * * * * * * * * * * * * * * * {{DEFAULTSORT:Hugh Oneill, 2nd Earl Of 1550s births 1616 deaths 16th-century Irish nobility 17th-century Irish nobility Burials at San Pietro in Montorio Tyrone, Hugh O'Neill, 2nd Earl of Flight of the Earls Irish chiefs of the name Irish emigrants to Italy Irish rebels ONeill O'Neill dynasty Immigrants to the Papal States People of Elizabethan Ireland People of the Nine Years' War (Ireland) People of the Second Desmond Rebellion