A bit of investigation has been done here:
https://discourse.ubuntu.com/t/update-manager-never-popping-up/85177/2

Looks like the culprit is update-notifier which does not send any
notification if no tray icon is displayed... meanwhile tray icon is off
by default in Ubuntu (gsettings set com.ubuntu.update-notifier show-
updates-status-icon false).

Test :
1) Make sure updates are pending
/usr/lib/update-notifier/apt-check

2) Make sure notification is sent immediately (otherwise you have to check time 
conditions for the test to work)
gsettings set com.ubuntu.update-notifier regular-auto-launch-interval 0

3) Launch update-notifier with icon enabled
killall update-notifier
gsettings set com.ubuntu.update-notifier show-updates-status-icon true
update-notifier
>>> You get both icon & notification

4) Launch update-notifier with icon disabled
killall update-notifier
gsettings set com.ubuntu.update-notifier show-updates-status-icon false
update-notifier
>>> You get neither icon nor notification

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Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/2159587

Title:
  Update-notifier does not send notifications by default (nor open
  update-manager)

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https://bugs.launchpad.net/ubuntu/+source/update-notifier/+bug/2159587/+subscriptions


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