Might I suggest a bug be created for the behavior I saw regarding
removing other kernels.

Specifically, I upgraded to a kernel and the upgrade largely failed,
even thought it was allowed to proceed and was not backed out.
Automatically backing out of a failing upgrade might be yet another
feature request - qualitatively evaluating (programatically) an upgrade
would be an interesting, large, and valuable project.  This would add
quite a bit of value to Linux users.

What I'm focused on, however is the fact that apt told me to remove
older kernels as they were no longer needed, even though the current
system didn't even have a functional network after the upgrade.  Someone
not paying attention might follow these instructions obediently removing
the old kernels.  Unless I'm mistaken, that would leave zero
alternatives to boot to a functioning (i.e.- with networking) system.
This little note from apt would escalate the severity of the failed
upgrade exponentially.

What I'm not sure about is if the message was asking me to remove all
older kernels or just the oldest of them.  If it was suggesting I remove
some but not all older kernels, this point would be moot.

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https://bugs.launchpad.net/bugs/1672224

Title:
  Upgrade to kernel version 4.4.0-66 of Ubuntu 16.04 LTS caused major
  chaos/failures

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