Buba
A total creep
In the 1350 AD scenarios, both the aural-Caspian sea version and the Euro-Siberian version, I suspect that Muscovy will still be clearly marching east like OTL to the Caspian shore and taking the Urals by 1550-1600 ish. From there, it will have every incentive to start building a trade and war fleet to press on to communicate with the Asian side. That is even with it not having a monopoly and having Italian, Greek, Turkish, Persian competitors at different times. In the ‘Siberia comes with’ version’ also East Asian fleets or pirates at times.
No.
1 - the rise of Muscovy is not a given. Here the Golden Horde - for which Muscovy was enfrcer/tax collector - is very likely to collapse. This means that other duchies and Lithuanians can kick Muscovite ass. And Eastern Rus remain fragmented or are united by smebody else - Tver, Suzdal, whoever ...
2 - I do not expect any of the "normal" Rus polities to go into ships. That's outside their mentality - they wll be happy with port tolls. Novgorod - these could develop a fleet of their own, although AFAIK in OTL they did not have one.
IMO impossible to guess.Something that has just come up to mind: What would be the effects of a wider, more connected Mediterranean in regards to storms and the like?