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1b1ed1a
(Get the code!)
So, if there were any error produced in updating one of the repositories, the results would be as described:
update-manager would correctly find and install updates, but not update the time stamp and so continuously report that updating is needed?
I no longer recall, but it could be that I had a repository at that time which produced a non-fatal error.
Around that time I had a local repository which I think produced the error that signatures or checksums could not be verified. I would expect myself to disable that repo & try the update again, but perhaps I did not. It would perfectly explain the symptoms and seems the most likely explanation to me.