Excerpts from Hilco Wijbenga's message of Sun Apr 17 17:39:59 -0700 2011:
> Hi all,
> 
> I'm trying to automate the setup of an Ubuntu Server 10.04 64bit
> system. I am unable to run apt-get upgrade sucessfully (i.e. without
> manual intervention). Every time it blocks because of openssh-server
> (and portmap):
> 
> Setting up openssh-server (1:5.3p1-3ubuntu6) ...
> 
> Configuration file `/etc/init/ssh.conf'
>  ==> Modified (by you or by a script) since installation.
>  ==> Package distributor has shipped an updated version.
>    What would you like to do about it ?  Your options are:
>     Y or I  : install the package maintainer's version
>     N or O  : keep your currently-installed version
>       D     : show the differences between the versions
>       Z     : background this process to examine the situation
>  The default action is to keep your current version.
> *** ssh.conf (Y/I/N/O/D/Z) [default=N] ?
> 
> I tried '-y' and '--force-yes'. I tried using aptitude instead of
> apt-get. I tried aptitude's safe-upgrade. I tried setting debconf to
> Noninteractive. Nothing seems to make any difference. How do I make
> sure the upgrade continues automatically?

The issue is that you have changed these files from the defaults. The
package maintainers may have made a change to the way the package works
that is incompatible with your changes, so its important to see those
differences and *decide* whether to keep your config file or merge their
changes into it (or just take theirs).

Please use extreme caution before proceeding..

Still, to force one or the other, you can force it to keep your version
(the default):

apt-get -o DPkg::Options=--force-confdef

or make it take the new packager's config file with:

apt-get -o DPkg::Options=--force-confnew

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