What if John, Prince of Asturias, and Philip the Handsome survived?
Holy Roman Emperor, Archduke of Austria, Lord of the Netherlands and Duke of Burgundy
1482 - 1520: Philip I and IV (House of Habsburg) [1]
Holy Roman Emperor, Archduke of Austria, King of Spain, King of Bohemia and Hungary, King of Croatia, Lord of the Netherlands, Duke of Burgundy, Duke of Kent and consort of England,
1520 - 1561: Ferdinand I (House of Habsburg) [2]
Holy Roman Emperor, Archduke of Austria, King of Bohemia and Hungary, King of Croatia, King of Naples, King of Sicily, Duke of Burgundy
1561 - 1576: Maximilian II (House of Habsburg) [3]
1576 - 1601: Emmanuel (House of Habsburg) [4]
1601 - 1602: Maximilian “the sickly” III (House of Habsburg) [5]
1602 - 1607: War of Austrian Succession [6]
[1] As the only male child of Maximilian I, Philip's narrow shoulders bore the responsibility of continuing the Habsburg dynasty, a duty which he fulfilled admirably, even though his own talents were modest. His marriage to Joanna of Castile, while plagued by his infidelity, bound the Habsburgs to the hugely wealthy Spanish Empire and produced ten children who survived to adulthood. Aided by able advisors, Philip would spread his children throughout Europe - to Spain, to England, to Bohemia and Hungary, to the Scandinavian kingdoms, among the German princes and even to France. His reign also saw a gradual shift in power from the Austrian Archduchy to the wealthier Netherlands, although his oldest son, Charles, was appointed as his Regent in Vienna - a post that would prove to be the traditional title of the Habsburg heir. On the political front, though, Philip also presided over a weakening of central authority in the Empire.
[2] A few months before his father’s death, Ferdinand lost his older brother,
Charles, Prince of Asturias, who chocked to after swallowing a lime slice while drinking a glass of water.
These two deaths close together, thrusted 17 year old Ferdinand into the throne of the Holy Roman Empire.
As an unmarried monarch, Ferdinand, who already had allies in German chose to marry his cousin, Princess Isabella of Portugal.
The first twenty years of his reign was used dealing with centralising the authority with in regions of his empire. Ferdinand knew that keeping all the power in Vienna was taking up to much resources and caused friction between the numerous ethnicities and cultures within the large border, so instead spread it between capitals in each region, allowing each to have a limited amount of power kept them happy and civil.
The marriage with Isabella was a happy one resulting in seven pregnancies but with only three surviving into adulthood, before her death in 1539.
Following the death of his first wife, Ferdinand knew he still had to carry on the Habsburg legacy, so in 1540 he married his other cousin Mary of England, the legitimate daughter of his aunt Catherine of Aragon.
This second marriage resulted in only two pregnancies but each survived childhood.
The next thirteen years was spend building his holy army and navy with ports in the Netherlands, Spain, Italy and Balkan peninsula support trade through the Mediterranean Sea, Atlantic Ocean, English Channel, Crimean sea and the Baltic Sea.
When Mary’s brother died in 1553, Ferdinand supported her claim to the throne of England, resulting in the War of English Succession against the heretic Elizabeth.
Having their son, Ferdinand, named as Prince of Wales and having him married to Mary Howard, of the influential catholic, Howard family, helped their cause seeing the Habsburg as supporting the oppressed rather than foreign invaders. The war was won quickly by Mary with Germany and Spain being supported by Catholic France and Scotland.
After the death of his wife, his son, King Ferdinand I of England, titled him as Duke of Kent.
His death from a heart attack came as a massive blow to the Empire. He was succeeded by his eldest son, Maximilian II.
[3] When his father died in 1561, Maximilian was already waiting for a while. Now, an aged man with multiple children, he was ready to get his hands dirty with the time he had has Emperor. His main focus was the Ottoman Empire, led by Suleiman the Magnificent. Large swathes of Hungary was ruled by the Ottomans, and with his ownership of the Kingdom of Spain, he wished to finally have the upper hand against the Ottomans. The Ottoman-Hungarian Wars would be reignited. At first, things proved difficult when they failed the capture the fortress of Szigetvár, but they would eventually prove successful through a long campaign, not on land, but in the water.
After many successful battles at the Balkan and Greek coasts, as well as the Ottoman failure to take Vienna after Suleiman the Magnificent died while on the march, which crumbled morale severely. The Holy Roman Empire's soldiers were able to cut through Ottoman land, as the great empire of Suleiman seemed to become weak with his death. After the conflict was done, all of Hungary was under Habsburg control once again. However, here would be where his rule would crumble itself.
The eldest son of Charles I of Spain, Philip, gathered support within Iberia, France, and England. Ferdinand I of England even supported Philip, seeing the Holy Roman power as a threat to his power, especially colonially. The War of Philip's Claim, or more simply, Philip's War, began in 1567, with England and many parts of France and Spain supporting his cause. However, this war would end up affecting much more than Iberia. The Dutch nobility sought independence, and William I of Orange would lead the rebellion. In addition, multiple Spanish nobility in New Spain wished to have autonomy from their Habsburg rulers and supported coalitions of independence.
The Dutch would lead a successful guerilla campaign against their Spanish overlords. Fernando de Toledo, the 3rd Duke of Alba, attempted to squash these insurrections, but it would come at the cost of his life when Dutch assassins bursted into his sleeping quarters and killed the man. With the issues within the Netherlands, Maximilian had to reorganize power from the area, back to the Archduchy of Austria.
The Spanish Empire overseas was sizeable when Maximilian inherited it, controlling southern Mexico, Central America, and the Carribean. However, with the chaos at home, the conspiracy would rise, and when Philip's War would occur, two overseas realms would emerge in rebellion. Martín Cortés, the son of Hernán Cortés, was the 2nd Marquis of the Valley of Oaxaca and seeking to further the glory of his family after his father helped conquer some parts of Mexico, he lead a coalition to name himself King Cortés I of México. In the Carribean, a man by the name of Gastón de Peralta despised the recent Emperors, Ferdinand and Maximilian, for not expanding the colonial empire. He built a power base within the major islands, Cuba and Hispaniola, and when the Holy Roman Empire faced conflict at home, he took his opportunity and had himself declared King Gastón I of Hispaniola & Cuba.
As for Philip's War itself, it wasn't going well either. Ferdinand I of England captured the Duchy of Kent in 1568, and a unified force of French and Spanish troops defeated Maximilian at the Battles of Strasbourg and Morat, where Maximilian would finally submit and give his title of King of Spain, to Philip, making him Philip II of Spain. However, it was decided the territory of Two Sicilies would separate from the Crown of Aragon, so Maximilian then became King of Naples and King of Sicily. Kent would be taken by England and some parts of Burgundy to France. The Dutch would gain their independence in 1570, becoming the Kingdom of the Netherlands, which elected William I of Orange to be their King, becoming King William I of the Netherlands. However, relations would better between the powers after Spain helped Maximilian in an Ottoman war. In the end, Maximilian II lead a reign that was met with both opportunity and tragedy. He would die in his sleep in 1576, and he would be succeeded by his third son.
[4] Emperor Emmanuel was not expected to come to the throne. His eldest brother, Ferdinand, had died in Philip's war, leaving behind only three daughters: Elisabeth, Maria, and Johanna. A second brother, called Maximilian, died on his wedding day (sources differ as to why, but rumor has it that his new wife, Louise of France, poisoned him to run off with her lover). Hence Emmanuel, the seemingly unremarkable third son, rose to the imperial throne.
Upon his ascension in 1576, the new Emperor married his fifteen-year-old niece, Elisabeth of Austria, to quell the ambition of her mother Catherine of England, who saw no reason why her daughter couldn't become Empress. Together they had twelve children, though only three survived childhood.
Emmanuel's reign was focused on repairing the diplomatic relationships broken by Philip's War. The future William II of Orange would be married to his niece/sister-in-law, Maria of Austria while her sister Johanna married Philip III of Spain. There were also new alliances, as the King of Naples and Sicily looked to form bonds with Italian families by offering various grand-nieces in matches with their heirs.
He also became known as the Portrait Emperor, becoming obsessed with cataloging every major event with a new painting of himself and his family, much to the chagrin of the treasury and boon to Vienna's painters. Art historians have long joked that people can watch the King and his family slowly age just by glimpsing his massive collection. Ironically, historians speculate that all the exposure to lead-based paint is what lead to his demise in 1601, fittingly why sitting for a portrait honoring his Silver Jubilee.
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[5] The eldest of the three surviving children, Maximilian was anything but a figure of health. Having skin as grey as ash, he was rarely seen up and about, instead during the few courtly meetings or balls, of which he attended, he would be placed in a dark corner, before anyone arrived and would spend the time watching the display with heavy breathing.
A marriage was arranged and performed in proxy during his November coronation for him and his distant cousin, Maria Theresa of Spain, however Maximilian would pass away on January 10th 1602, from internal bleeding and multiple organ failure.
His short reign of only a couple of months has been poetically called the “flutter of angle wings”.