I’m a bit confused about the “nations need to follow their boss’ orders” thing. Didn’t France side with his people against his government during the French Revolution? (Or was that a fanart I saw… Oops.) The whole obeying thing’s kinda sad. They represent the people but have to obey the government that does not always do what the people want. I have to thank you for doing all these theories and explanations and things because I’ve learned lots about how the world of Hetalia works through you.

Any time, and not quite!

France sides with his
people after the Revolution. The rule of thumb is that whoever is in power acts
as the personification’s boss.

In the case of the French
Revolution, there was a shift in government from the divine rule of the French
Monarchy to the alleged democratic rule of his people. (Didn’t really play out
that way, oops.)

You see France suffer
from the turmoil of the Revolution on the sidelines as his people overthrow the
government [x].

It’s only after the
people are in power, in the government more importantly, that he sides and celebrates
with them.

He later tries to convince other European nations with monarchies to let citizen-rule prevail. Instead, they perceive him as a threat; abolishing monarchies would be an end to the social order that had organized their lives for so long.

[x] [x] 

Russia is a clearer
example of how government changes are depicted.

He’s tasked with
quelling a protesting group of citizens during Bloody Sunday, despite evidently
not wanting to do it. Notice how he’s crying [x].

The process of changing governments
and respective boss changes is well demonstrated in chapter 61 of World Stars [x].