The environment:
Suppose that $X$ is a Polish space and $\Delta(X)$ the set of Borel probability measures over $X$ (given the topology of weak convergence, with the Prohorov metric).
Let $p_1,\dots,p_N\in\Delta(X)$.
Let $S=\lbrace \sum_{k=1}^N \alpha_k p_k \in\Delta(X):\forall k(\alpha_k \in\mathbb{R})\rbrace$. That is, $S$ is the set of probability measures that are linear combinations of $p_1,\dots,p_N$. In some sense, $S$ is like the span of $p_1,\dots,p_N$. $S$ should be a closed set.
Let us endow $T=\Delta(X) \setminus S$ with the subspace topology. It is also Polish.
Now define an equivalence relation (which maybe also be viewed as a partition) $\Pi$ on $T$.
Def: Let $q \Pi r$ if and only if $\exists \alpha_1,\dots,\alpha_{N+1}\in\mathbb{R}$ such that $\alpha_{N+1} > 0$ and $q = (\sum_{k=1}^{N} \alpha_k p_k)+\alpha_{N+1}r$.
Main Question: Does $\Pi$ admit a Borel selector?
Related Questions that may help resolve the main question:
1) Is the saturation of every open set in $T$ with respect to $\Pi$ a Borel set? A saturation of an open set $U \subseteq T$ is $U^*=\bigcup_{u\in U} \lbrace t\in T : u \Pi t \rbrace$.
1') Equivalently, we might think of all open balls (using the Prohorov distance) $U\subseteq \Delta(X)$ such that $U\cap S=\emptyset$. Is $U^*$ a Borel set?
2) Is $\Pi$ a closed relation? That is, is it a closed set in $T \times T$? If $\forall n(q_n \Pi r_n)$ and $q_n\to q$ and $r_n\to r$, then is it the case that $q\Pi r$?

