#I am running home assistant OS on a

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final cedar
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One thing that Iḿ asking myself is is the hassio user actually the user that will execute the shell command? And what is the environment that it will run in? I have a feeling that the sshh keys are not found by the process that is executing the shell_command.

mild horizon
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The problem is, the ssh command... it doesn't know where the keys are

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In the add-on, they're inside that add-on - and when you upgrade/restart it the keys are gone

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You should put the keys in /config (eg /config/ssh/id_rsa) and specify those on the SSH command line