If I've read your transcript correctly, what's confused you is that
upstart's restart(8) action has different semantics than the traditional
init.d "restart". In particular, if the job is NOT running and you issue
a restart(8) through upstart, it will fail, rather than start the job.
This is apparently by design, and documented:
restart
JOB [KEY=VALUE]...
Requests that an instance of the named JOB be restarted, out‐
putting the status of the job to standard output when the com‐
mand completes.
See status for a description of the output format and start for
a discussion on instances.
Note that this command can only be used when there is an
instance of JOB, if there is none then it returns an error
instead of starting a new one.
...but I find it confusing as well and am not sure why it works this
way.
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https://bugs.launchpad.net/bugs/695937
Title:
Starting/stopping/restarting squid-deb-proxy is not clear
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