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Regarding SSH, the MitM would generate a new host key for the actual host you try to connect to. meaning when the MitM existed in the first place and you trusted the host key then (adding it to your Known_hosts), you will not get any additional security warning.

This can of course be avoided by the organization by distributing host keys to the client beforehand as they (maybe) would if the host keys were the actual keys from the host stored in /etc/ssh.




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