Possible Muscovite Conquest of the Crimean Khanate

Looking back from my Ivangorod Prosperous TL that I had written last year, it featured an early rise of Russia's mercantile port of Ivangorod and its effects in the Baltic, mainly butterflying away the Livonian War and increased contact between Muscovy and England. IOTL, Ivangorod was neglected because Hans Schlitte was caught in Lubeck by the port authorities on Poland's request. (This is the PoD I chose for Ivangorod Prosperous)

IOTL, Poland-Lithuania and Sweden became allies against Muscovy in the Livonian War, resulting in Russia's defeat and proved to be extremely costly. Now the real question is:

1) If the Livonian War did not occur and instead, Muscovy focused on waging war against the three remnant Khanates (Kazan, Astrakhan and Crimea) and making an attempt to conquer all of them instead of the first two?

2) Where can Russia's first spot for a port be located if they gained access to the Black Sea instead of the Baltic? Could the fortress of Azov be the first stronghold that the Muscovites can conquer?

3) Is the port of Arkhangelsk the perfect port for an earlier Russian expedition to Siberia and beyond, combined with the Mangazeya colony that still survives?

4) If Poland-Lithuania and Sweden remain allies even during the Times of Troubles in Moscow, then which country can ally with Muscovy since it is literally surrounded by enemies from all sides?
 
Most of this is covered in my TL, A More Personal Union, when an earlier victory for Russia in the Livonian War results in them ultimately conquering the Crimea. The Russians plant their first city on the peninsula at Akhtiar, present site of Sevastopol. They also build a city at the mouth of the Dnieper. Kazan fell to Russia in 1552, Astrakhan in 1556, both before the Livonian War.
 
Most of this is covered in my TL, A More Personal Union, when an earlier victory for Russia in the Livonian War results in them ultimately conquering the Crimea. The Russians plant their first city on the peninsula at Akhtiar, present site of Sevastopol. They also build a city at the mouth of the Dnieper. Kazan fell to Russia in 1552, Astrakhan in 1556, both before the Livonian War.

I'll go take a look at A More Personal Union later on, but one thing for sure: how can Russia win the Livonian War and conquer the Crimea at the same time? How does that affect the PLC?
 
I'll go take a look at A More Personal Union later on, but one thing for sure: how can Russia win the Livonian War and conquer the Crimea at the same time? How does that affect the PLC?

Actually, it was Denmark who won the Livonian War for the Russians. France, in need of Protestant allies, married off Marguerite of Valois to Frederick II. Her dowry provided him with enough funds to hire enough mercenaries to finally take Kalmar, which effectively knocked Sweden out of the war. As a result, the war had ended by the time Devlet Giray decided to raid northwards towards Moscow. The Russians were able to better defend their capital, which was not burned by Devlet, and deciding that the Khanate was a bigger threat than they realized, they focused their attentions south. Ivan Ivanovich, who wasn't murdered by his father, led the campaign to conquer Crimea.
 
I see. I'll need a more, original idea for a Muscovite conquest of the Crimea and getting the Baltic port since the idea of winning those ports was your idea in the first place.
 
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