![]() Your administrator will have to change the policy to change this setting. If the UseOnlineContent value is located under the Policies hive, that value may have been created through Group Policy. Using all of the above has resolved this for us when the usual workaround (just deleting the entries in Keychain) doesn't work. The placeholder represents your version of Office (16.0 Office 2016, Office 2019, or Outlook for Microsoft 365, 15.0 Office 2013).In Outlook > Tools > Accounts > input the password into the email account(s) you're having trouble with.In Outlook > login to any accounts that you're prompted for.Open Outlook > input password to unlock login in Keychain.Open Keychain Access > (View > show invisible items) > search for and remove entries related to "exchange", "office", "adal".It doesn't crop up every day/week/month, isn't related to password or other issues specific to an account, and appears to be a problem with Outlook/Keychain interaction. This is an issue that has been around for several years going back to at least Outlook 2016 for Mac. You will have to go into the Microsoft Exchange settings and security to fix this. ![]() Our users having trouble are using O365 accounts in combination with Duo (but Duo doesn't seem to be the problem). Fixing the Password Prompt Error in Outlook 365. I wanted to add some notes about our workaround for this because sometimes just deleting those entries in keychain isn't (always) enough. ![]()
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