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Changed gmail imap account password and outlook for mac 2017 does not update

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Passwords have not expired and are set not to expire. There are no recent changes to their accounts.

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These are all users running Outlook 2016 with Office 365 mailboxes. At its worst, Outlook password prompts are popping up every ten or fifteen minutes.

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Starting a month ago, Outlook began prompting a few of my clients for passwords. Feel free to look away if this doesn’t apply to you. This is a frustrating story of a poorly-defined bug with no solution.