On July 27th, Max Alekseyev posted a sequence to the OEIS:
A290323: Minimal number of supporters among total of n voters that may make (but not guarantee) their candidate win in a multi-level selection based on the majority vote at each level.
He gives the following example for $n=9$:
For n=9, four supporters are enough in the following 2-level selection with (s)upporters and (o)pponents: ((sso),(sso),(ooo)). On the other hand, no smaller number of supporters can lead to a win in any multi-level selection. Hence, $a(9)=4$.
The sequence begins:
1, 2, 2, 3, 3, 4, 4, 5, 4, 6, 6, 6, 7, 8, 6, 9, 9, 8, 10
A link (in Russian) from the OEIS sequence contains the following image:

The sequence is intriguing to me, but I'm having some trouble making sense of it. (Plus, I can't read Russian and therefore cannot make sense of the links.) In particular, must all of the rounds have an equal number of voters? Are rounds allowed to end in ties?
I'm hoping someone can give more explicit rules for the sequence, and perhaps give some more examples.
The OEIS sequence links to this Russian paper, wherein the question is defined more clearly:
Translation:
(Disclaimer: I used Google Translate with some corrections by myself.)
Now, we can address your questions:
Yes, but not necessarily with other rounds.
Yes, in which case the opposition wins.