I can confirm this bug as well.

After upgrading from Ubuntu 8.04 LTS to Ubuntu 8.10 beta, I noticed that
"update-manager" and "update-notifier" were no longer working
automatically. I was hoping that all of the updates from 8.10 beta to
8.10 final would fix the problem, but they haven't. I never get
notifications of new updates on 8.10 final. It is necessary to do a
daily manual update check, even thought I have a full time connection to
the Net via cable modem.

I saw a 2007 bug report (#103473: Update-notifier is not showing all the
time ...) One of the posters suggested: "A possible fix for this is to
check /var/lib/apt/periodic/update-stamp and if it is is old and does
not appear to get updated then we should warn that probably."

After I performed a manual update check on Nov.9th, I looked at the file
dates on the 2 time stamp files in /var/lib/apt/periodic: "update-stamp"
(Oct. 15, 2008) and "update-success-stamp" (Nov. 9, 2008). I'm not sure
if this is good or bad news, but auto updating still doesn't work.

-- 
update-manager does not update automatically
https://bugs.launchpad.net/bugs/295606
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