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The TokenUpdateRequest documentation to an MDM suggests it may be possible for devices to send additional token update messages to the check-in server.
"... the iOS device may now send additional Token Update messages to the check-in server at any time while it has a valid MDM enrollment."
https://developer.apple.com/documentation/devicemanagement/tokenupdaterequest
(1) What triggers are there for the device to resend the TokenUpdateRequest and/or how often it occurs?
Additionally the mdm command documentation mentions retry behavior for the put/check-in.
"If the device disconnects from the MDM server while processing a command, it caches the result of the command and reports the result when it reconnects."
https://developer.apple.com/documentation/devicemanagement/implementing_device_management/sending_mdm_commands_to_a_device
(2) I would like to know the retry policy (maximum number of times, frequency) in this case.