The chapter focuses on Manuel's early reign, 1391–94. Manuel's participation in the Ottoman campaign is discussed at length, focusing on his relationship with Bayezid I and on the literary, political and autobiographical features of his letters from the campaign. His anti-Islamic work, the Dialogue with a Persian is analysed at length with regard to its theological content, literary features and Manuel's representations of himself and the Ottomans. Manuel's marriage to Helena Dragas, his relations with his nephew and rival John VII, the birth of the future John VIII are other topics that are covered. His governing style, political strategies and preoccupation with finances is extensively discussed through exploration of Manuel's official documents and Venetian Senate resolutions. The chapter ends with Manuel and Bayezid's clash in Serres in 1394, the commencement of the blockade of Constantinople and his later narration of these events.

The final chapter of the book discusses the last years of Manuel's life. The chief topics of discussions are his advanced age and its representation in the sources, his illness and his final struggles with the Ottomans. A section of the chapter offers a final evolution of Manuel's reign and its outcomes. The emperor's four sermons and confessional works are analysed with regard to their literary style, Manuel's self-representation and his theological thought. The chapter concludes with Manuel's death and a discussion of his legacy.

This chapter chiefly deals with Manuel's ethico-political works, his Foundations of Imperial Conduct and the Seven Ethico-Political Orations. They are analysed with regard to the emperor's ethico-political thought, his reliance on Aristotelian ethics, his self-representation and the political messages he embedded into these works. Manuel's literary network, manuscripts and his collaborations with the literati are further investigated, while panegyrics and other works addressed to the emperor receiveattention. In this regard, the emperor's reactions to praise and criticism are examined, offering an insight into his personality. The chapter ends with a discussion of the political situation between the years 1416–21 and an analysis of the political differences between Manuel and his son John VIII.