When you go to the Dashboard overview and take a detailed look at the specific client where it doesn't work anymore: which Group Policy does it tell you it's belonging to? Apart from that, there's a quite good troubleshooting doc (as so often with Meraki :)). Have you seen this? https://documentation.meraki.com/General_Administration/Tools_and_Troubleshooting/Troubleshooting_Group_Policies
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