Thanks for the report.

Resolvconf works properly on fresh installation of Ubuntu 12.04 and
later and on most machines upgraded from earlier versions of Ubuntu.
That it does not work on your machines indicates that there is something
special about your configuration.

It would be useful to know whether (1) resolvconf fails to generate
/run/resolvconf/resolv.conf at boot time, or (2) something deletes
/run/resolvconf/resolv.conf after resolvconf has generated it at boot
time.

Are you using genuine Ubuntu or a derivative?

Do you have any local custom scripts that run at boot time which touch
resolv.conf?

Do you use a third-party VPN client?

Regarding the question of whether or not the resolver should be
dynamically configured...  It is simply a fact that the list of
available nameservers, and information about those nameservers, changes
dynamically. So either the resolver has to be dynamically reconfigured
or it has to be configured to forward queries to a forwarding nameserver
that is dynamically configured. (Before the advent of resolvconf many
other utilities overwrote /etc/resolv.conf... in a totally uncoordinated
way.)

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https://bugs.launchpad.net/bugs/1177746

Title:
   resolv.conf is a dangling link after every reboot

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