Hi! No, there is no way at the moment to use multiple VR headsets with at least one of them having the option to edit the model.
You can use either the menu commands “Send to VR” / “Send to Oculus Quest”, where editing works on the current SketchUp model, but only with a single VR headset in addition to SketchUp itself; or you can use the cloud models, which are uploaded at one point in time and can then be viewed by several VR headsets simultaneously, but without receiving further changes from SketchUp and without editing capability.
I think that what you did was use “Send to Oculus Quest” and then opened a cloud model on the tethered VR. This indeed opens the cloud model as it was when it was sent, for viewing only, independently of giving editing access to the Quest for the model inside SketchUp. You can do the opposite too, with “Send to VR” on the PC and then opening the cloud model on the Quest, but this is likely not what you’re looking for either: the headset in which we view the cloud model displays the model as it was when it was uploaded to the cloud, and not the model as it continues to be modified in SketchUp.
There is no way to use multiple VR headsets all viewing or editing the model as it is currently in SketchUp. To do that, we need to rethink our approach. We may do so in the future; given the Oculus Quest success, we could approach this differently—for now it’s instead the approach that makes more sense for a tethered PC, and grafted on top of it we have the Quest support. Sorry about that, it ended up with some slightly-unusual login requirements and copying numbers around.