Inconsistent results passing Starred items from Gmail to Flagged in Outlook

[Windows Server]

The owner of my company has an assistant, part of whose job it is to go through all his emails and mark the ones he needs to review for followup. Her environment is Google Workspace, which we subscribe to for the back-end on our mail system. Some users prefer to stay in the Google environment; others prefer to use Outlook and other desktop tools. Those who use Outlook as their mail platform are connected to Google Workspace via IMAP. The system had been working for several years in a way that the emails that the assistant starred in Gmail would show up as flagged in Outlook, and they had creat

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