Yes, you can have multiple drivers on the same vehicle. There are several steps that trigger the syncing of data, you may need to click "Sync Now!" for immediate data transfer. In normal operation, this won't be necessary. If you are testing to see if this works, you will.
The update is slowly progressing. We did find an error with users with separate accounts sharing a vehicle, so we wanted to correct that before proceeding. The update is resuming this afternoon.
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