My original issue was unrelated to proxy settings.  The machines in
question were not behind a proxy.  The problem here was related to
/etc/cron.daily/apt not being marked "executable" after an upgrade ---
as far as I know, no one has figured out why this happens, but it is
easy enough to resolve manually.

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https://bugs.launchpad.net/bugs/390319

Title:
  Ubuntu does not automatically check for updates, even when set to

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