Agreed on all points.

I suggest you read the dpkg bug report. To summarize, I'm suggesting
that conffile changes be listed and the user offered a chance to resolve
them as if the upstream confffiles were changed in the new release, but
only when maintainer scripts fail.

This is purely a selfish interest, as  I see a lot of bug reports to
handle related to maintainer scripts failing because the service is
somewhat broken (possibly unbeknownst to the user) at upgrade time.

-- 
can't install apache2.2-common (2.2.14-5ubuntu8)
https://bugs.launchpad.net/bugs/576255
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