Thanks, @nacc.
So, here's what I've done in the meantime:
- I've built another server with 14.04. Clean install, only OpenSSH server. 
Connected to an iscsi target. Reboot works.
- Upgraded the server to 16.04.02. Reboot still works. Guess my hunch was 
wrong. :(
- I've attached the journal as requested. You'll see that the iscsid daemon 
shuts down before the "logout-all.sh" script runs. Since iscsid has shut down, 
that script does not run successfully.

My machines that exhibit the problem use an iSCSI drive for:
- mythbackend (storage for recorded videos - that's the Ubuntu journal attached)
- postgres and mysql storage (Debian server)
- nginx storage (also on Debian)

Thanks for your help.

** Attachment added: "Requested journal file"
   
https://bugs.launchpad.net/ubuntu/+source/systemd/+bug/1569925/+attachment/4891508/+files/journal.txt

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https://bugs.launchpad.net/bugs/1569925

Title:
  Shutdown hang on 16.04 with iscsi targets

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