This is working as it should work now. Is there any timeline on when it will be 
put out to the masses?
I install a kernel and before rebooting I purge the 3rd kernel back like I've 
always done.
If you autoremove the kernel it leaves the residual config files, which have to 
purged with a command 
like this dpkg -l | grep "^rc" | cut -d " " -f 3 | xargs sudo dpkg --purge

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https://bugs.launchpad.net/bugs/1440608

Title:
  /etc/kernel/postinst.d/apt-auto-removal wants to remove all kernels
  except the latest one

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