Over last weekend I upgraded one of my Debian boxes to Jessie. I have two, both running samba in order to communicate and file share with a Windows 7 laptop. All three machines have fixed IP addresses in my private molard.ca domain with its 3-bit address space.
Since the upgrade Windows 7 complains about accessing shares on the upgraded Debian machine -- it suggests checking the spelling -- but on a subsequent attempt connects as it did before. I can reproduce this behaviour using smbclient: a first attempt to list shares has "session setup failed NTS_STATUS_UNSUCCESSFUL" but an immediately following attempt succeeds.
I also have failures using the printer attached to the Debian machine from Windows, but I suspect that is the same problem -- the first connection attempt fails, and that cancels the print job.
I can provide my smb.conf file if necessary, but I suspect there has been some simple change in configuration for samba or some of its required packages. There was a syntax change, which I was able to fix, required to mount Windows directories on the Debian machine.
I can be contacted as
roger@molard.ca