Public bug reported:

Binary package hint: update-manager

Probably not bug of update-manager but of the upgrade process in
general:

on installation of packages where a conffile has been change manually by
the user, e.g. /etc/bash.bashrc, the installer asks whether the old or
new confffile is to be used

these questions should all be asked at one point in the installation
process, e.g. after installing all updates. And not (as it is done now)
at random times during the installation.

Because the installation can not be left unattended for longer periods
of time: you have to sit and wait for such questions to appear.
Otherwise the installation will stall until you come back.

** Affects: update-manager (Ubuntu)
     Importance: Undecided
         Status: New

-- 
interactive questions in the middle of the 1hour+ installation process from 
gutsy to hardy
https://bugs.launchpad.net/bugs/217385
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