I would argue that that is a safe assumption. I'll do some general research about what it impacted from the feudal system to military, but I don't intend for this to be completely historically accurate either so I may exclude some aspects if it progresses the story.

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I did some research. Late 14th century is this kind of in between period in the political and economic aspects of privatization of lands, serfdom, and fiefdoms coming under rule again. That's a great starting point. For anyone unaware and interested, essentially men were assigned to a piece of land, rented it and worked it for a lord. Alternatively abandoned land was being sold and men were not serfs, but freemen who owned their own land. Lords, or anyone holding large amounts of land were being brought back under royal rule after an uprising of smaller and smaller lords laid claim to their lands. In the roleplay the warring fiefdoms would be two of the larger ones encompassing the country warranting them enough power to levy some freedoms from the royal rule.