He disagreed with Ioannes II over an issue they would later describe as trivial, taking his son, Ioannes, with him. He visited the empire's neighbours, including enemies like Mas'ud of Ikonion, and plotted against his brother. But he had no money, and as Ioannes prospered, Isaakios found it increasingly difficult to get aid against him. His mother, Eirene Doukaina, thought of him as suffering a living death