The chapter focuses on the years 1369-82. The topics discussed are the civil war between John V, Andronikos and Manuel, Manuel's despotate in Thessalonike and his first trip to Venice. The discussions pay special attention to Manuel's representation of the events in his works, his relationship with his father and brothers and the emergence of his governing style. The political and economic policies of John V and Manuel are compared. It is argued that through his writings, Manuel represents an idealized version of his reign and life, omitting unpleasant or shameful episodes. Through the analysis of a chyrsobull of John V dated to 1371, it is argued that prior to 1374, John V had no intention of making Manuel his heir.