In my experience then either the signing certificate on the profile was replaced, in which case you'll have to either restore the updated correct certificate in Meraki or wipe the machine and re-enroll with the new different certificate, or the agent has just gone so far out of date that it cannot update itself. There is an uninstaller for the agent available under the Systems Manager > Add Devices that can uninstall the agent before you attempt to install the most up-to-date agent. Note that you will need to restart the device between uninstalling and installing, again. Finally, it is worth checking and confirming that your network is working correctly for other devices.
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