Rise To Fame
Reginald was the son of Gerard of Sidon and Agnes of Bures, and a grandson of Eustace Grenier. He first rose to prominence in the Kingdom in 1170, when he married Agnes of Courtenay, who had been married three times before: firstly to Reginald of Marash, who left her a widow; secondly (possibly bigamously) to Amalric, Count of Jaffa and Ascalon and future King of Jerusalem, with whom she had two children, Baldwin and Sibylla, and thirdly to Hugh of Ibelin, her fiancé or husband before her marriage to Amalric. Her marriage to Amalric was annulled in 1163 when it was discovered that the two were related within the prohibited degrees of consanguinity. Some writers have claimed that the marriage between Agnes and Reginald of Sidon was annulled as well, as they were related within the prohibited degrees, but this is based on a misinterpretation of William of Tyre, who says Gerard discovered the relationship between “the two aforementioned people”. However, this must be referring back to the marriage of Agnes and Amalric: Gerard was dead by the time of Reginald's marriage. In December 1179, "Agnes, Countess of Sidon" and "Reginald of Sidon" witnessed a charter together: there is no evidence to suggest they were not still a couple. (See Hamilton, The Leper King & his Heirs for further discussion of this.)
In 1174, Amalric died and was succeeded by his leprous and underaged son Baldwin IV. Reginald now became stepfather to the king. A bailli, or regent, needed to be appointed, and Reginald was among the supporters of Raymond III of Tripoli (Amalric's first cousin) over Miles of Plancy for this post.
Reginald was present at the Battle of Montgisard in 1177, but not at the Battle of Jacob's Ford in 1179, having arrived too late with his forces; according to William of Tyre, he could have saved many of the refugees from the battle if he had continued on his way, but when he returned to Sidon, these refugees were killed in ambushes. He participated in the defense of the kingdom when Saladin invaded in 1183; this time William lists him among those "distinguished for prowess in battle." His wife was sometimes present on military campaigns, looking after her ailing but determined son.
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