Consider a circle divided into $5$ parts radially.
Suppose we have $21$ beads that we place, distributing however we like among the $5$ regions.
The claim is that there is always a pair of adjacent sectors whose union has $9$ or more beads.
My work
I took an experimental approach to this:
I begin by simplifying the problem greatly if we consider a circle split into $3$ parts with $3$ beads, then there is always a pair of adjacent sectors that sum to $2$ (this can be checked by casework)
If we increase the bead count to $4$ beads, then case work again can verify that there is always a pair of adjacent sectors that sum to $3$.
If we increase to $5$ beads, it seems that we can always form adjacent sectors that sum to $4$. This hints at a proof by induction that given $3$ sectors, and $K$ beads its always possible to find a pair of adjacent sectors that sum to $\left\lceil \dfrac{2}{3} K \right\rceil$ (consider the case where we take the largest multiple of $3$ less than $K$, split evenly by it (clearly $\dfrac{2}{3}K$ is possible here) Then distribute the remainder beads, giving $+1$ either way if we attempt to minimize the sum of pairs of adjacent sides)
Now we consider splitting into $4$ parts instead of $5$, but I realized if I continue this analysis this way it was getting messy, and certainly not a $30$ second aha! that one would expect from the math GRE subject test.
Is there some way to use pigeonhole to do this quickly?
Label the regions as $A_1, A_2, A_3, A_4, A_5$ in order of appearance. We then have the constraints:
$A_1 + A_2 \le 8$
$A_2 + A_3 \le 8$
$A_3 + A_4 \le 8$
$A_4 + A_5 \le 8$
$A_5 + A_1 \le 8$
Adding these up, we get that $2 \times (A_1 + A_2 + A_3 + A_4 + A_5) \le40$, but we know that the sum of the number of beads in all the regions is $21$, and $2$ times that is $42$, which allows us to see that it's not possible.