I know the update will try to go TO the newest if there is an internet
connection, e.g. Gutsy to 8.04.1 even if the update CD is 8.04 which
might be what you are thinking of.

But what if the upgrade is for a system that is NOT normally connected
to the internet?  That would be one reason to use a CD.  Another would
be a mass upgrade.  If you have a bunch of systems at 8.04 Hardy, it
would make things troublesome to have to update to 8.04.2 (or whatever)
first through some means BEFORE the Ibex dist-upgrade would work.

I haven't tried the daily build CD/DVDs to see if they work to update
packages upon insertion (though I usually turn autoplay stuff off)

One thing to do is to leave the package files uncompressed but support
reading them compressed in Ibex going forward (or compress them in the
very tight image-versions that couldn't fit otherwise, leaving them
uncompressed in the rest, e.g. the live has them compressed, the
alternate has them uncompressed, the DVDs all have them uncompressed).

I think jumping versions is already not supported (e.g. Gutsy directly
to Intrepid), so that wouldn't be a problem.  But if you ever come up
with an updated Hardy master, it should include the fix for compressed
package files on the CD.

-- 
DVD can't be used for upgrade, gzipped Packages file
https://bugs.launchpad.net/bugs/267239
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