How should I organize my updates?

  • Year-by-year covering all of Europe (or at least what is relevant to the TL at the moment)

    Votes: 11 73.3%
  • Decade by decade but only covering a certain geographic area (i.e. 1510s in Iberian Peninsula)

    Votes: 4 26.7%

  • Total voters
    15
  • Poll closed .
I: September 1495
September 1495

The news spreads quickly. Philip of Austria, Duke of Burgundy is dead at 17 years old. The only son of the Holy Roman Emperor and the Duchess of Burgundy, he was a young man of great promise. Philip had inherited Burgundy from his mother at only four years of age, with his father Maximilian acting as regent. The early years of his reign had been marked by conflict between the nobles and burghers of the Low Countries and his father’s deputies. Nonetheless, by the time that Maximilian inherited the Imperial title from his own father in 1493, tensions had eased. Young Philip, at fifteen years old, already showed signs of being capable and intelligent. Having grown up mostly in the Low Countries, he was well viewed by his mother’s former vassals, in spite of his father’s mismanagements. And Maximilian had hardly neglected his son’s Habsburg patrimony either; Philip was widely expected to be the next Holy Roman Emperor.

The fallout from Philip’s death hits hardest in Vienna. Emperor Maximilian is, naturally, devastated. But the grief is more than just that of a father for his son. With this loss, Maximilian becomes the last remaining male of the mainline Habsburgs. His heir, as of Philip’s death, is his elderly and senile cousin, Archduke Sigismund of Inner Austria. Aged 67, the Archduke has no children and shows no signs of producing issue despite being on his second wife, the 20-something Catherine of Saxony. The Habsburgs, at least in the male line, seem to be a dying breed.

Of course, Philip is not Maximilian’s only child. And Maximilian isn’t done trying to have children. He has a new wife of less than a year, Bianca Maria Sforza. The Empress is a lovely woman and a perfectly competent consort but, unfortunately, hasn’t fallen pregnant yet. And then there’s his daughter, the late Philip’s sister. Margaret of Austria. Attractive, charming, and well educated, Margaret has spent the past few years living at the court of her step-grandmother and namesake [1], the Dowager Duchess of Burgundy, after having been raised at the French court as the future wife of King Charles VIII. That marriage may not have taken place but Margaret is still the emperor’s daughter and has been engaged to the Prince of Asturias, heir to the Spanish thrones of Castile and Aragon, since 1494. Like her brother, she seems to have a bright future as of September 1495.

File:Philipp der Schöne und Margarethe.jpg

Diptych of Philip of Austria, Duke of Burgundy (left) and his sister Margaret (right) circa 1494.
Unfortunately, as promising of a young woman as she is, Margaret solves only part of the problems created by her brother’s death. While she immediately succeeds him as Duchess of Burgundy, Margaret simply can’t replace Philip as her father’s heir in the Habsburg lands. Maximilian isn’t even willing to consider the prospect. Besides, he’s still set on conceiving a son with his new Sforza wife. Only time will tell if he’s successful.

For now, Maximilian makes his way to Lier, the city where the Duke of Burgundy finally expired, probably of typhoid fever. Margaret, who was quite close with her brother, travels from Brussels with her step-grandmother and, together, the three of them - two duchesses and an emperor - escort the boy who would’ve been called ‘the Handsome’ to his final resting place, beside his mother at the cathedral in Bruges.

--

[1] Margaret of York (b. 1446), sister of the late King Edward IV of England and King Richard III, and aunt of the current Queen of England, Elizabeth of York
 
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You know, I had an idea for a TL with Philip dying early a while ago (though I had Philip dying earlier, while Margaret was still betrothed to Charles VIII and in France), so this a very cool thing for me to see. Am looking forward to seeing where this goes!
 
II: September 1495 (Part II)
September 1495: Part II

Duke Philip’s death has some immediate consequences on the Iberian peninsula as well. Queen Isabella I of Castile and King Ferdinand II of Aragon, known together as the “Catholic Monarchs”, have been planning a double match between two of their children, Juan and Juana, and Philip and Margaret for over a year now. Of course, the match between Juana and Philip is off the table now but to Ferdinand and Isabella, that doesn’t necessarily mean that Margaret and Juan won’t marry. By December, Ferdinand writes to Emperor Maximilian to confirm as much.

Admittedly, Maximilian isn’t quite sure what to do regarding Margaret’s standing betrothal. He begins to think that a more...domestic match might be the way to go. Burgundy is certainly wealthy and resourceful enough to stand on its own but Margaret will need an heir and, by extension, a husband. His main concern about the match with the Prince of Asturias is that Margaret needs a husband who won’t bog her (or their children) down with foreign obligations. Thus, Maximilian wearily looks to the other princes of northwestern Europe and weighs his options.

Meanwhile, in Spain, the future of Infanta Juana hangs similarly in question. Despite having looks, intelligence, and passion, she is quite an emotionally volatile and headstrong girl. Her parents would really rather her be more like her older sister, Infanta Isabel, who is still campaigning to be allowed to join a convent after having been widowed back in 1491. But truth be told, Juana is ill suited to religious life and would likely cause trouble even if she could be prevailed upon to take the veil. Ferdinand and Isabella know this, and so with great reluctance they begin the process of finding another match for their second daughter.

Fernando Gallego - Madonna of the Catholic Kings - WGA8448.jpg

The "Catholic Monarchs", Ferdinand II of Aragon (left) and Isabella of Castile (right), with their eldest son, Juan, and eldest daughter, Isabel, kneeling before Christ and the Virgin Mary circa 1490-1495.
A possible answer to this problem of the Catholic Monarchs comes in October 1495, barely a month after Philip’s death, with another death. King John II of Portugal, one time father-in-law of Infanta Isabel, expires and dies at the age of 40, leaving behind a grieving widow and an illegitimate son but no legitimate children. The new king of Portugal is John’s cousin, Manuel of Viseu. Manuel is young(-ish), unmarried, and ripe for a match with one of the Spanish infantas.

Ferdinand and Isabella move quickly. Within a month of his ascension, Manuel is bombarded with missives from Spain about Infanta Juana, who is apparently the perfect candidate to be Queen of Portugal. Unfortunately, Manuel already has his heart set on a bride, and it isn’t Juana but rather her widowed sister, Isabel. Isabel has already been Princess of Portugal and is well liked there, plus she provides a solid link between Manuel and the late King John. The fact that Manuel, who has met Isabel, finds her to be charming and incredibly beautiful doesn’t hurt matters either.

Isabel herself has quite opposite feelings in regards to a match with the King of Portugal. She is still utterly devoted to the memory of her first husband, and, as previously mentioned, is determined to become a nun. See, she happens to view her husband’s death as God’s vengeance upon her for agreeing to go to Portugal when Portugal was sheltering the Jews that her parents had expelled from their territories, and she’ll be damned if she’s not going to try and atone for it. Isabel makes as much clear to her mother when Isabella comes and tells her that Manuel seeks her hand in marriage. Ferdinand and Isabella take this in stride, as they both have a soft spot for their eldest daughter and firstborn child, but they’re not going to be so easily deterred. The next Queen of Portugal will be one of their daughters; just which one exactly remains to be seen.
 
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I usually only seem to find TLs with a surviving Philip the Handsome, so this really captured my attention. It's so refreshing! I believe Margaret will make a very capable ruler like in OTL, and this time shining on her own. As to her Austrian inheritance however, the title gives away that she will be empress, so I'm guessing Maximilian will arrange for her to marry his successor.

Margaret is easily the most eligible bride in Europe upon Philip's death and the options are numerous, I can't wait to know which prince will be the chosen one.

As to butterflies in Spain, the Catholic Monarchs might give in to Manuel and grant him his beloved Isabel if he keeps pushing for it. If they do marry and she still dies in childbed in 1498 like in OTL, Juana could be offered as second wife around 1499/1500, when she's 20/21.

Probably won't be a love match, but I expect to do better not being married to Philip, it seems that her mental health might have deteriorated further during their turbulent union.

As for Ferdinand and Isabella's other children, Juan most likely won't get Margaret, but he's not in lack of options, he's heir to the Spanish kingdoms after all. But poor María of Aragon has been left without a prospective husband, so she could actually marry James of Scotland in this TL, as she doesn't really have many suitors.

Catalina has been meant to marry into England since childhood, so that won't change, but other changes could be considered. If we got a dead Philip, maybe we'll get a surviving Arthur to balance things a bit. Anyways, I'm eager to see what you have in store for this!
 
I usually only seem to find TLs with a surviving Philip the Handsome, so this really captured my attention. It's so refreshing! I believe Margaret will make a very capable ruler like in OTL, and this time shining on her own. As to her Austrian inheritance however, the title gives away that she will be empress, so I'm guessing Maximilian will arrange for her to marry his successor.

Margaret is easily the most eligible bride in Europe upon Philip's death and the options are numerous, I can't wait to know which prince will be the chosen one.

As to butterflies in Spain, the Catholic Monarchs might give in to Manuel and grant him his beloved Isabel if he keeps pushing for it. If they do marry and she still dies in childbed in 1498 like in OTL, Juana could be offered as second wife around 1499/1500, when she's 20/21.

Probably won't be a love match, but I expect to do better not being married to Philip, it seems that her mental health might have deteriorated further during their turbulent union.

As for Ferdinand and Isabella's other children, Juan most likely won't get Margaret, but he's not in lack of options, he's heir to the Spanish kingdoms after all. But poor María of Aragon has been left without a prospective husband, so she could actually marry James of Scotland in this TL, as she doesn't really have many suitors.

Catalina has been meant to marry into England since childhood, so that won't change, but other changes could be considered. If we got a dead Philip, maybe we'll get a surviving Arthur to balance things a bit. Anyways, I'm eager to see what you have in store for this!
I'm glad that you're interested!

So, I have plans for Isabel, Juan, and Juana already, although I'm not sure how folks will react to them. But I haven't thought about Maria and Catalina yet. Catalina is definitely still going to England, that much is obvious. And I agree, since Maria doesn't have a lot of options and her sister is still going to England, she'll probably go to Scotland. Plus, James IV will likely be glad to have a wife who can start having kids right away.

Arthur can live a little longer ITTL but he may or may not be King of England...
 
I'm glad that you're interested!

So, I have plans for Isabel, Juan, and Juana already, although I'm not sure how folks will react to them. But I haven't thought about Maria and Catalina yet. Catalina is definitely still going to England, that much is obvious. And I agree, since Maria doesn't have a lot of options and her sister is still going to England, she'll probably go to Scotland. Plus, James IV will likely be glad to have a wife who can start having kids right away.

Arthur can live a little longer ITTL but he may or may not be King of England...

Maria COULD be offered to Christian II of Denmark or Wladyslaw II of Hungary. Not sure how likely either is, though
 
Maria COULD be offered to Christian II of Denmark or Wladyslaw II of Hungary. Not sure how likely either is, though
Christian II is an interesting choice. I think Wladyslaw II is currently still caught up in the Barbara of Brandenburg/Beatrice of Naples fiasco, but Maria is also only 13 at the moment so anything could happen there. Why would the Catholic Monarchs chose either of these matches in favor of Scotland?
 
Christian of Denmark and Vladislaus of Hungary are both good options, but I don't see why the Catholic Monarchs would want to ally with either of them. They did however show some interest in turning Scots away from their pro-French policy, and apparently they were hoping that María and Catalina would keep peace between England and Scotland.
 
Christian II is an interesting choice. I think Wladyslaw II is currently still caught up in the Barbara of Brandenburg/Beatrice of Naples fiasco, but Maria is also only 13 at the moment so anything could happen there. Why would the Catholic Monarchs chose either of these matches in favor of Scotland?
Christian of Denmark and Vladislaus of Hungary are both good options, but I don't see why the Catholic Monarchs would want to ally with either of them. They did however show some interest in turning Scots away from their pro-French policy, and apparently they were hoping that María and Catalina would keep peace between England and Scotland.

If you want a match between James and Maria you need to kill off Margaret Tudor first as any talk of a wedding between James and Maria died when Henry VII was willing to offer his own eldest daughter as bride for James as for him the English princess is a better match than the Spanish one and Spain has no interest to offer a daughter there in competition with their future English in-laws
 
If you want a match between James and Maria you need to kill off Margaret Tudor first as any talk of a wedding between James and Maria died when Henry VII was willing to offer his own eldest daughter as bride for James as for him the English princess is a better match than the Spanish one and Spain has no interest to offer a daughter there in competition with their future English in-laws
There's no need to kill her off, she can simply marry someone else. Christian of Denmark will need a new bride as Philip's death has butterflied away his OTL wife Isabella of Austria. Margaret is much closer in age to him than James. And María, as third daughter of the Catholic Monarchs, was one of the most eligible brides in Europe. It seems that her match to James IV was only blocked because she was needed in Portugal after the deaths of her sister and nephew.
 
There's no need to kill her off, she can simply marry someone else. Christian of Denmark will need a new bride as Philip's death has butterflied away his OTL wife Isabella of Austria. Margaret is much closer in age to him than James. And María, as third daughter of the Catholic Monarchs, was one of the most eligible brides in Europe. It seems that her match to James IV was only blocked because she was needed in Portugal after the deaths of her sister and nephew.
No, the idea about a James-Maria match died when Henry VII offered his daughter Margaret and as Henry VII considered a Scottish match for Margaret a priority is pretty likely it will go ahead.
A James-Margaret match was thinked as very likely already at the end of 1497 when Isabella was still alive and just married in Portugal
 
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No, the idea about a James-Maria match died when Henry VII offered his daughter Margaret and as Henry VII considered a Scottish match for Margaret a priority is pretty likely it will go ahead.
A James-Margaret match was thinked as very likely already at the end of 1497 when Isabella was still alive and just married in Portugal
I'm aware that a peacemaking match between England-Scotland was indeed deemed necessary and very important for Henry VII. However, how important was it for James, as far as his own interest were concerned?

He was reported to have been insterested in marrying into Spain. Likely, he would have been delighted to accorded the same prestige as the English, but Ferdinand and Isabella weren't exactly serious as to the marriage. They were reluctant to offer María, and offered instead Ferdinand's illegitimate daughter, called Juana. And James was actually willing to marry the girl, as long as the Spanish monarchs agreed to double her dowry:

"Doña Juana is a natural daughter born before marriage. If the King of Scots know this, and nevertheless likes to marry her, her marriage portion might be doubled…If the Scots wish to have one of the Infantas of Spain they must be put off with false hopes, because if a plain refusal were given them they might be induced to reconcile themselves with the King of France."

So pretty much, they led him around to keep him from allying with France. If María, who in this TL lacks grander marriage prospects, is more seriously proposed James is likely to marry her. Or at least I don't see why he would refuse her.
 
In the case of Vladislaus there is at least common enemy-Ottoman Empire.
So, in light of this and other comments, perhaps Vladislaus marries Maria in 1500, after his marriages with Barbara of Brandenburg/Beatrice of Naples is formally dissolved? The anti-Ottoman stance actually makes sense in context of the Italian Wars, and the fact that Maria and Beatrice both belong to the House of Trastamara may help soften the blow of the annulment. Although, it doesn't seem like the Catholic Monarchs were too concerned with the Ottomans but I could be wrong, given that they hold Sicily.
 
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Also: I haven't made this clear but it seems like it might be important re:Maria of Aragon's marriage so let me just say that Charles VIII will remember to duck in front of a certain doorway in spring 1498.
 
So, in light of this and other comments, perhaps Vladislaus marries Maria in 1500, after his marriages with Barbara of Brandenburg/Beatrice of Naples is formally dissolved? The anti-Ottoman stance actually makes sense in context of the Italian Wars, and the fact that Maria and Beatrice both belong to the House of Trastamara may help soften the blow of the annulment. Although, it doesn't seem like the Catholic Monarchs were too concerned with the Ottomans but I could be wrong, given that they hold Sicily.
Catholic Monarchs propably would like idea of Crusade and Hungarians hoped for great crusade against Ottomans with support of other European powers during early 16th century.
 
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