Cloud Connector could report when OH local system disconnect if improved a bit?

I’m asking to the experts if could be IN THEORY possible to implement my openhab Cloud connector with a minimal sort of “rule engine” to notify via mail or push when OH local system disconnect from the net but the Cloud istance still online…

This will be very difficout to reach ?

After many many implementation I think also the old myopenhab Cloud connector should be added some new functionality and these would be GREAT to have.
. I think also HA did not achive that goal.

Thank you for your analisys.

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