Given we are in the same school district, I think I might have an idea
I have heard from the IT techs that they installed quite a few more access points around CHS this past summer and it absolutely flooded our WiFi. We moved to another place in the school and were able to connect just fine. I would guess that it is possible that CV is the same. This was especially true in the shop area.
Find someone that has a WiFi scanner on their phone and have them check the signal strength in the area. I would also try moving the robot to another area in the school (try the Cafeteria) and see if the connection is any more stable.
Good Luck!