We ask the orgs to prioritize and select their top three writers. We cannot promise that any org will get more than one writer; we ask for this prioritization so that we can handle any conflicts. Each writer may only work with one org.
It is possible that an org will not receive a technical writer (for instance, if two orgs each have only one applicant, who applied to both orgs, that writer can only be matched with one of those two orgs). This is highly unlikely, but possible.
Best,
The Google Season of Docs team