Condottieri (; singular condottiero or condottiere) were Italian captains in command of mercenary companies during the Middle Ages and of multinational armies during the early modern period. They notably served popes and other European monarchs during the Italian Wars of the Renaissance and the European Wars of Religion. Notable condottieri include Prospero Colonna, Giovanni dalle Bande Nere, Cesare Borgia, the Marquis of Pescara, Andrea Doria, and the Duke of Parma.
The term "condottiero" in medieval Italian originally meant "contractor" since the condotta was the contract by which the condottieri put themselves in the service of a city or of a lord. The term, however, became a synonym of "military leader" during the Renaissance and Reformation era. Some authors have described the legendary Alberto da Giussano as the "first condottiero" and Napoleon Bonaparte (in virtue of his Italian origins) as the "last condottiero". According to this view, the condottieri tradition would span a huge diverse period from the battle of Legnano in 1176 to the Battle of Waterloo in 1815. Most historians would narrow it down to the years from to , with a particular focus on the rise of the commanders of free companies (capitani di ventura) and their transformation into captain generals fighting for the major powers during the struggle for political and religious supremacy in Europe.
Mercenary captains
Background
In the thirteenth and fourteenth centuries, the Italian city-states of Venice, Florence, and Genoa were very rich from their trade with the Levant, yet possessed woefully small armies. In the event that foreign powers and envious neighbours attacked, the ruling nobles hired foreign mercenaries to fight for them. The military-service terms and conditions were stipulated in a condotta (contract) between the city-state and the soldiers (officer and enlisted man), thus, the contracted leader, the mercenary captain commanding, was titled the Condottiere.
From the eleventh to the thirteenth century, European soldiers led by professional officers fought against the Muslims in the Crusades (1095–1291). These crusading officers provided large-scale warfare combat experience in the Holy Land. At the Crusades' conclusion, the first (bands of roving soldiers; plural: masnade) appeared in Italy. Given the profession, some were less mercenaries than bandits and desperate men. These were not Italian, but (mostly) Flemings, from the Duchy of Brabant (hence, ), and from Aragon. The latter were Spanish soldiers who had followed King Peter III of Aragon in the War of the Sicilian Vespers in Italy in October 1282, and, post-war, remained there, seeking military employment. By 1333 other mercenaries had arrived in Italy to fight with John of Bohemia as the (Company of the Dove) in Perugia's war against Arezzo. The first well-organised mercenaries in Italy were the Ventura Companies of Duke Werner von Urslingen and Count Konrad von Landau. Werner's company differed from other mercenary companies because its code of military justice imposed discipline and an equal division of the contract's income. The Ventura Company increased in number until becoming the fearsome "Great Company" of some 3,000 (each comprised a knight and a sergeant).
Rise
The first mercenary company with an Italian as its chief was the "Company of St. George" formed in 1339 and led by Lodrisio Visconti. This company was defeated and destroyed by Luchino Visconti of Milan (another condottiero and uncle of Lodrisio) in April 1339. Later, in 1377, a second "Company of St. George" was formed under the leadership of Alberico da Barbiano, also an Italian and the Count of Conio, who later taught military science to condottieri such as Braccio da Montone and Giacomuzzo Attendolo Sforza, who also served in the company.
Once aware of their military power monopoly in Italy, the condottieri bands became notorious for their capriciousness and soon dictated terms to their ostensible employers. In turn, many condottieri, such as Braccio da Montone and Muzio Sforza, became powerful politicians. As most were educated men acquainted with Roman military science manuals (e.g. Vegetius's Epitoma rei militarii), they began viewing warfare from the perspective of military science, rather than as a matter of valour or physical courage—a great, consequential departure from chivalry, the traditional medieval model of soldiering. Consequently, the condottieri fought by outmanoeuvring the opponent and fighting his ability to wage war, rather than risking uncertain fortune—defeat, capture, death—in battlefield combat.