I agree that this is an annoyance and a lot of packages ask too many
questions. However as Michael Vogt pointed out Update manager is really
just the messanger. As I understand it (and I may be wrong) the
questions come from the configuration scripts contained in the
individual packages. So to  ask all the questions at the start would
require a central database of all the questions that might ever be asked
by all the packages in the ubuntu repositories and which package they
come from. This would then have to be checked against the list packages
a given user actually has installed and the relevant questions
extracted. With nearly 25000 packages available in the ubuntu
repositories this is obviously not trivial

** Changed in: update-manager (Ubuntu)
       Status: Incomplete => Confirmed

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too many annoying interruptions during distribution upgrade
https://bugs.launchpad.net/bugs/147928
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