iBoss Cloud allows school traffic to go through a proxy, this proxy prevents Vision for Chromebooks from connecting successfully. When the required URL's are allowed to bypass this proxy, Vision for Chromebooks connects without an issue. 

Vision for Chromebooks URL requirements can be here

To alter a PAC script to allow Vision for Chromebooks to work:

Go to the iBoss homepage (this will allow you to create this configuration)
Go to the “Locations and Geomapping” tile
 Edit their existing PAC from “edit default zone”. You can either select to bypass private network communications, add a domain to their bypass list, or determine the domain they need to access for the licensing server.

Still need help? Contact iboss and let them know “ I have an application that need to bypass the proxy".