Raymond-Roupen, born in the year 1199, was a notable figure in the House of Poitiers, known for his ambitious claims to the thrones of both the Principality of Antioch and the Armenian Kingdom of Cilicia. His journey was marked by familial rivalry, particularly with his paternal uncle, Bohemond IV, who thwarted his aspirations in Antioch.
Despite the challenges he faced, Raymond-Roupen found support from his maternal great-uncle, Leo I of Cilicia, who recognized him as the heir presumptive to Cilicia and actively promoted his claim to Antioch. In 1211, he achieved a significant milestone when he was crowned junior king of Cilicia, a title that underscored his royal lineage and ambitions.
Raymond-Roupen's tenure as Prince of Antioch began in 1216, but it was fraught with conflict. The War of the Antiochene Succession, which erupted during this period, culminated in the death of Leo in 1219. This event marked a turning point, as it led to Raymond-Roupen's eventual ousting from Antioch.
Following his removal, he turned his focus back to Cilicia, only to find that Leo had bequeathed the kingdom to his daughter Isabella on his deathbed. This unexpected twist led to Raymond-Roupen's defeat and subsequent imprisonment, where he ultimately met his demise.