He appears prominently, in a jousting context, in two works of art commissioned by Maximilian: the monumental woodcut, the Triumphal Procession, and in some of the miniature paintings of the Freydal tournament book.
[9] Sigismund's cousin, Maximilian of Habsburg, son of the Holy Roman Emperor, Frederick III, became ruler of Tyrol in 1490[10] and, in 1492, Antonio de Caldonazzo and his brother Hans renounced to him their remaining rights to the Barony of Ivano.
[11] Caldonazzo appears to have become a favourite of Maximilian, playing a prominent part amongst a group of courtiers and others closely associated with the Emperor’s enthusiasm for and participation in jousting and tournaments generally.
[8] The coats of arms of Caldonazzo and his wife, with their names, are inscribed in an arch over the western entrance of the Church of the Assumption at Landeck [de] to mark donations they had made.
[5] During his reign, Maximilian commissioned a number of humanist scholars and artists to assist him in completing a series of projects, in different art forms, intended to immortalize his life and deeds and those of his Habsburg ancestors.
[14] In the Triumphal Procession, a monumental series of woodcut prints depicting an imagined "royal entry", Caldonazzo is given a role of particular importance as Turniermeister (‘Master of the Tournament’).