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In some systems this bug will occur: sshd will not start at boot if ListenAddress is set. I ran into it myself following this guide. It is a failure of systemd and ssh devs to communicate who will fix it.
Anyway, there is a simple workaround to it by 'nimishp12':
Did you end up having the listenaddress issue too?
Yes, the lines I posted work for me, but in that bug report, I think there are 3 different methods to try (like the network-online.target Before/after). I am really not sure why different ones are working for different people. Perhaps it is just the service start order?
In some systems this bug will occur: sshd will not start at boot if ListenAddress is set. I ran into it myself following this guide. It is a failure of systemd and ssh devs to communicate who will fix it.
Anyway, there is a simple workaround to it by 'nimishp12':
changing /etc/systemd/system/sshd.service:
to
This also solves the problem of using various network.service/targets that may still cause issues just using
Before/After network-online.target
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