Maximilian I, Holy Roman Emperor
Political legacy

Maximilian had appointed his daughter Margaret as the Regent of the Netherlands, and she fulfilled this task well. Tupu Ylä-Anttila opines that Margaret acted as de facto queen consort in a political sense, first to her father and then Charles V, "absent rulers" who needed a representative dynastic presence that also complemented their characteristics. Her queenly virtues helped her to play the role of diplomat and peace-maker, as well as guardian and educator of future rulers, whom Maximilian called "our children" or "our common children" in letters to Margaret. This was a model that developed as part of the solution for the emerging Habsburg composite monarchy and would continue to serve later generations.

Through wars and marriages he extended the Habsburg influence in every direction: to the Netherlands, Spain, Bohemia, Hungary, Poland, and Italy. This influence lasted for centuries and shaped much of European history. The Habsburg Empire survived as the Austro-Hungarian Empire until it was dissolved 3 November 1918—399 years 11 months and 9 days after the passing of Maximilian.

Geoffrey Parker summarizes Maximilian's political legacy as follows:

By the time Charles received his presentation copy of Der Weisskunig in 1517, Maximilian could point to four major successes. He had protected and reorganized the Burgundian Netherlands, Whose political future had seemed bleak when he became their ruler forty years earlier. Likewise, he had overcome the obstacles posed by individual institutions, traditions and languages to forge the sub-Alpine lands he inherited from his father into a single state: ‘Austria', ruled and taxed by a single administration that he created at Innsbruck. He had also reformed the chaotic central government of the Holy Roman Empire in ways that, though imperfect, would last almost until its demise three centuries later. Finally, by arranging strategic marriages for his grandchildren, he had established the House of Habsburg as the premier dynasty in central and eastern Europe, creating a polity that his successors would expand over the next four centuries.

The Britannica Encyclopaedia comments on Maximilian's achievements:

Maximilian I made his family, the Habsburgs, dominant in 16th-century Europe. He added vast lands to the traditional Austrian holdings, securing the Netherlands by his own marriage, Hungary and Bohemia by treaty and military pressure, and Spain and the Spanish empire by the marriage of his son Philip Great as Maximilian's achievements were, they did not match his ambitions; he had hoped to unite all of western Europe by reviving the empire of Charlemagne His military talents were considerable and led him to use war to attain his ends. He carried out meaningful administrative reforms, and his military innovations would transform Europe's battlefields for more than a century, but he was ignorant of economics and was financially unreliable.

Hollegger notes that, as Maximilian could not persuade his imperial estates to support his plans, he cultivated a system of alliances, in which the germ of modern European powers could be seen—like in the game of chess, no piece could be moved without thinking ahead about the others.

According to Cauchies, it was after the fifteen struggling years of Mary and Maximilian's joint rule and then of Maximilian's sole rule, the state building project first envisioned by the Burgundian dukes showed concrete results: "a consortium of territories nevertheless emerged which found its place in the West under the heirs, Philip the Handsome and Charles V.". Nevertheless, even though an innovative leader of stature, Maximilian's zealous anti-French sentiments (to which, even the Senlis Treaty was a failure), his project of imperial universality and his Habsburg heritage tended to make him out of touch with the Burgundian perspective, as displayed by his son Philip, a peace-loving monarch, and his court (although in his mind, Maximilian probably imagined himself as the true defender of the Low Countries, that inexplicably always rejected him so much). Haemers notes that, for the Dutch, it is impossible to celebrate him the way Germans or Austrians do, even if that is about the troubled feelings Maximilian left and national pride, rather than true reflection of the past.

Hugh Trevor-Roper opines that, although Maximilian's politics and wars accomplished little, "By harnessing the arts, he surrounded his dynasty with a lustrous aura it had previously lacked. It was to this illusion that his successors looked for their inspiration. To them, he was not simply the second founder of the dynasty; he was the creator of its legend—one that transcended politics, nationality, even religion." Paula Sutter Fichtner opines that Maximilian was the author of a "basic but imperfect script for the organization of a Habsburg government now charged with administering a territorial complex that extended far beyond the dynasty's medieval patrimony in central Europe."—He used his revenues profligately for wars. Although aware of the dangers of over-extended credit, in order to protect his borders, imperial prerogatives and advance Habsburg interests, all of which he considered seriously, he could not internalize fiscal discipline. The role of the emperor in the government was very personalized—only when Maximilian's health failed him badly in 1518 did he set up a Hofrat including 18 jurists and nobles from the Empire and Austrian lands to assist him with the responsibilities he was incapable of handling anymore. The alliance between crown and cities for which he laid the foundation never culminated in a southern centralized Habsburg monarchy: the rise of the common man in the crucial years of mid-1250s forced Imperial Cities in Upper Germany to master the Reformation in a way that estranged them from the emperor—a situation which Charles V and Ferdinand were too busy with non-German affairs to manage.

Maximilian's life is still commemorated in Central Europe centuries later. The Order of St. George, which he sponsored, still exists. In 2011, for example, a monument was erected for him in Cortina d'Ampezzo. Also in 1981 in Cormons on the Piazza della Libertà a statue of Maximilian, which was there until the First World War, was put up again. On the occasion of the 500th anniversary of his death there were numerous commemorative events in 2019 at which Karl von Habsburg, the current head of the House of Habsburg, represented the imperial dynasty. A barracks in Wiener Neustadt, Maximilian-Kaserne (formerly Artilleriekaserne), a military base for the Jagdkommando of the Austrian Armed Forces, was named after Maximilian.

Amsterdam still retains close ties with the emperor. His 1484 pilgrimage to Amsterdam boosted the popularity of the Heilige Stede and the city's "miracle industry" to new heights. The city supported him financially in his military expeditions, he granted its citizens the right to use the image of his crown, which remains a symbol of the city as part of its coat-of-arms. The practice survived the later revolt against Habsburg Spain. The central canal in Amsterdam was named in 1615 as the Keizersgracht (Emperor's Canal) after Maximilian. The city beer (Brugse Zot, or The Fools of Bruges) of Bruges, which suffered a four century long decline that was partially inflicted by Maximilian's orders (that required foreign merchants to transfer operations to Antwerp—later he would withdraw the orders but it proved too late.), is associated with the emperor, who according to legend told the city in a conciliatory celebration that they did not need to build an asylum, as the city was full of fools. The swans of the city are considered a perpetual remembrance (allegedly ordered by Maximilian) for Lanchals (whose name meant "long necks" and whose emblem was a swan), the loyalist minister who got beheaded while Maximilian was forced to watch. In Mechelen, Burgundian capital under Margaret of Austria, every 25 years, an ommegang that commemorates Maximilian's arrival as well as other major events is organized.
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