> After=network.target That only guarantees that your network devices have been enumerated, not that they are available with assigned addresses. I encounter

> After=network.target That only guarantees that your network devices have been enumerated, not that they are available with assigned addresses. I encountered this problem with SSH failing to start on Ubuntu 16.04 server. systemd was launching SSH before the binding address had been assigned, causing SSH to abort and fail and the server to continue to boot without any way of accessing it remotely. Workaround ( at the physical console ) was to add a Retry to the SSH unit and time it to coincide with the address having been assigned[0]. hacky, but no other unit imperatives worked. [0] Default behaviour in the SSH unit, at least on Ubuntu, is that it tries once and never again.