Reign
Despite his nickname, King Henry III engaged in a vigorous foreign policy and manoeuvres during the first few years of the 15th century. He was able to pacify the nobility and restore royal power.
Henry III was supported by the aristocracy and displaced their most powerful relatives (such as Alfonso Enríquez and his aunt, Eleanor of Castile, Queen of Navarre). He repealed privileges granted by his predecessors at the Court of Castile, such as the alcabala (a heavy sales tax) and the right to attend the council. He increased the number of city magistrates and cleaned up the kingdom's economy. He reduced persecution of the Jews and passed various bills against the violence, which had become particularly bad by 1391.
During King Henry's reign, the Castilian fleet won several victories against the English; Henry III sent a naval fleet in 1399 that destroyed Tétouan in North Africa, a pirate base. In 1402, he began the colonisation of the Canary Islands, sending French explorer Jean de Béthencourt to do so. In 1396, he deflected a Portuguese invasion with an attack on Badajoz, finally signing a peace treaty with his brother-in-law, King John I of Portugal, on 15 August 1402.
Henry III also sent Payo Gómez de Sotomayor and Hernán Sánchez de Palazuelos, and later on 21 May 1403, Ruy González de Clavijo, as ambassadors to Timur to discuss the possibility of an alliance between the Timurid Empire and Castile against the Ottoman Empire. The latter recounted his travels in a book, Embajada a Tamorlán.
Henry III supported the papal pretension of Antipope Benedict XIII. He restarted the conflict against the kingdom of Granada, winning a victory at the Battle of Collejares, near Úbeda, which freed the town in 1406. However his untimely death later in that same year prevented him from completing this campaign. In 1406, King Henry built a pavilion (hunting lodge) on Mount El Pardo because of abundant game there. The lodge would later be transformed into the Royal Palace of El Pardo by Charles V, Holy Roman Emperor, who would rule as King of Spain.
Due to Henry III's poor health, he delegated part of his power to his brother King Ferdinand I of Aragon in the later part of his reign, who became regent while his son John II of Castile was too young to rule.
King Henry III died in the city of Toledo on 25 December 1406, while preparing a campaign against the Emirate of Granada.
