He was sent by Strongbow to Ireland in 1170, and landed at Baginbun Head at the Hook Peninsula, near Waterford, where he was besieged in his entrenchments by the combined Irish and Ostmen, whom he repulsed. Although vastly outnumbered in this battle, he won a resounding victory which he achieved by rounding up a nearby herd of cattle which his men had foraged and driving them headlong into the oncoming enemy ranks. The result was that about 1000 of the combined Galic and Hiberno-Norse force were either killed or captured. He was Strongbow's second in command and had the chief share both in the capture of Waterford and in the successful assault on Dublin. He was sent to Aquitaine to hand over Strongbow's conquests to Henry II of England, but was back in Dublin in July 1171, when he led one of the sallies from the town. Strongbow offended him later by refusing him the marriage of his sister Basilia, widow of Robert de Quincy. Raymond then retired to Wales and Hervey de Mountmaurice became constable in his place. At the outbreak of a general rebellion against the earl in 1174, Raymond returned with his uncle Meiler FitzHenry, after receiving a promise of marriage with Basilia. He brought about 450 men with him and relieved Strongbow who was under siege in Waterford. His marriage to Basilia finally took place in Wexford directly following this encounter. Reinstated as constable, he secured a series of successes including the capture of Limerick city in October 1175. Mountmaurice meanwhile obtained Raymond's recall on the ground that his power threatened the royal authority, but the constable was delayed by a fresh outbreak at Limerick, the earl's troops refusing to march without him. On the death of Strongbow, he acted as governor until the arrival of William FitzAldelm, to whom he handed over the royal fortresses. He was deprived of his estates near Dublin and Wexford, but the Geraldines secured the recall of FitzAldelm early in 1183, and regained their power and influence. In 1182 he relieved his half-uncle Robert Fitz-Stephen, who was besieged in Cork. In 1185, his first cousinPhilip de Barry, son of William FitzOdo de Barry came to Ireland to assist in the recovery of some cantreds in the Kingdom of Desmond.
Death and legacy
The time of his death is not certain. He was certainly alive when John of England came to Ireland in 1185. Gerald of Wales did not record his death in his Expugnatio Hibernica which was finished in 1189. His widow Basilia married Geoffrey FitzRobert at some time between 1198 and 1201. According to tradition he was buried in Molana Abbey. He is described by Giraldus Cambrensis as "very stout, and a little above the middle height; his hair was yellow and curly, and he had large, grey round eyes. His nose was rather prominent, his countenance high-coloured, cheerful, and pleasant; and, although he was somewhat corpulent, he was so lively and active that the incumbrance was not a blemish or inconvenience. Such was his care of his troops that he passed whole nights without sleep, going the rounds of the guards himself, and challenging the sentinels to keep them on the alert... He was prudent and temperate, not effeminate in either his food or his dress. He was a liberal, kind, and circumspect man; and although a daring soldier and consummate general, even in military affairs prudence was his highest quality." Raymond is considered the soldier, whereas Strongbow was the statesman, of the conquest. Raymond is also remembered in song. The song contains a detailed hymn, and stylized him a hero: Dirrai vus de un Chevaler, Reymund le Gros l'oï nomer. Barun esteit icIL vaillant, Vassal hardi e conquerant. Asez ert riches Manant e E le plus puissant de ses pers. Conestable est Reymun De la Leynestere regïun. Chevalers retint e bone gent par le commandement Cunte. Chevalers tint e souders, Archers, serjanz e poigners, Pur mettre a hunte ea Bellei De Yrlande les enemis le rei.
