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I finally got a Samba file server setup successfully and connected to it and could transfer files fine. I mapped it as a network drive on several windows computers. I shut it down for the night as it is not yet in its permanent air conditioned spot (would get too hot where it was if left running). Today, when I turned it on, when I tried to connect, it couldn't connect.

Is there something I must do server side every time I restart the system?

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Have you verified that Samba is running on the server? That would be the first thing to verify, you should be able to run the command:

sudo restart smbd
sudo restart nmbd

to verify that Samba is actually available and running.

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