There are perhaps some related questions on this site already (I can think of this question, this or this), but I want to be more concrete here. In the linked questions, and e.g. in Dudley's book (Real analysis and probability), they claim the following concerning the fact that a conditional probability $\mathbb{P}(A\mid \mathcal{C})(\omega)$ can fail to be a measure (as a function of $A$) for all $\omega$:
... countable additivity will hold for almost all $\omega$ ... But the set of zero probability where countable additivity fails might depend on the sequence, and the union of all such sets might cover $\Omega$.
The quote is from Dudley's book, but the links say something very similar. Reading this sentence over and over again, I still don't quite understand why we need the concept of regular conditional probability. What is an example of a probability space where to each sequence of disjoint sets, we have a null set and that the union of the null sets has positive probability?
I was thinking about $([0,1],\mathcal{B}([0,1]))$ and Lebesgue measure, for which $\{x\}$ is a null set and whose union over all $x\in[0,1]$ is $[0,1]$, a non-null set. But I can't connect $\{x\}$ to a sequence of disjoint sets where countable additivity fails.