I've gotten the pick on both our 2023 and 2024 trips. When I asked the CM who helped us how it works and how one is picked, they said there is some random selections to the system but it does "favor" those who are booking GVs with large parties (this was us for both trips). The system had flagged us due to our stay at a Jambo GV, but when I asked they were happy to help us for the entire trip and our entire travel party (I was able to book the other family even when they had their own room at BWV). I just had to help with the three way call to allow them to put their deposit on the stuff as needed.
Both times we have used the program they were excellent and they got us everything we asked for within a +or - 20 min window but most of the time exactly what we asked for.
And yes, as someone trying to do this from PST, I was very grateful for the service.