Hi,
thank you for taking the time to report this bug and helping to make Ubuntu 
better.

I see that you deleted your squid config file:
   postinst: cannot open /etc/squid3/squid.conf: No such file
That also can be seen in:
UpgradeStatus: Upgraded to trusty on 2016-12-01 (0 days ago)
modified.conffile..etc.squid3.errorpage.css: [deleted]
modified.conffile..etc.squid3.msntauth.conf: [deleted]
modified.conffile..etc.squid3.squid.conf: [deleted]

Without these the service can't work, but since the system can't know if you 
did that intentional it can not just install the plain default configs without 
your assitance.
If you wanted to remove squid - remove it via apt so that it is not half 
installed.
If you had other special config in mind, you have to adapt it.

Since it seems likely to me that this is a local configuration problem,
rather than a bug in Ubuntu, I'm marking this bug as Incomplete.

If indeed this is a local configuration problem, you can find pointers
to get help for this sort of problem here:
http://www.ubuntu.com/support/community

Or if you believe that this is really a bug, then you may find it
helpful to read "How to report bugs effectively"
http://www.chiark.greenend.org.uk/~sgtatham/bugs.html. We'd be grateful
if you would then provide a more complete description of the problem,
explain why you believe this is a bug in Ubuntu rather than a problem
specific to your system, and then change the bug status back to New.

** Changed in: squid3 (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/1646686

Title:
  package squid3 3.3.8-1ubuntu6.8 failed to install/upgrade: subprocess
  installed post-installation script returned error exit status 2

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