So yes, I've updated all the available packages and the software updater
offers to upgrade to the next major release.

I see the three buttons as you described:

<Settings> <Upgrade...> <OK>

I click <Upgrade...> and nothing happens.

The reason WHY nothing happens is a different error, created by a
package being held back.

However, it does fail, and it really doesn't.matter why it fails, I
think it needs to inform the user that it did indeed fail and offer some
sort of error message as to why.

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https://bugs.launchpad.net/bugs/1891095

Title:
  update-manager fails silently

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