I found that Windows MUST start after Samba. If both machines are running and you restart Samba then the Windows machine will not be able to connect or authenticate through the Samba server until the Windows machine restarts.
It also helps a bit if you put the IP address of the Samba server in the Windows hosts and lmhosts files, and the IP address of the Windows machine in the Samba server hosts and lmhosts files. But you still must restart Windows after the Samba software is restarted.
I was extremely disappointed when I recently tried to use Samba as a PDC in an NTLM domain. It seems that it cannot discover machines in its domain that are already running when Samba starts.
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