Mail app and Office 365 Authentication Issues

Hello Community,


My customers that are using their iPhones and the native Mail app with their Office 365 work/school accounts or a.k.a. Exchange Online have again started to feel the pain of Microsoft adding and enabling more security in Office 365.


Once modern authentication is enabled in the Office 365 tenant, user are prompted continuously to enter their password and while trying to do that the Edit Settings pop-up keeps showing during that process which confuses some users while others know to just clear that pop-up message and continue on with the process. So, moving from basic to OAuth, what's the problem with the Mail app? Does the Mail app not support OAuth?


At this stage, a user cannot create an app password because MFA is not enabled for them. Enabling MFA only doubles the issue. Now the user can create an app password, but with iOS 12 the Mail app just doesn't like it and the issue remains, continuous password prompt.


Any other O365 admins running into this? There are several threads running on Microsoft forums but no one seems to have a clear answer. Any workarounds discovered?


While I am all for making users switch to using the Microsoft Outlook, some don't because of they are used to using the Mail app and it's integrations with the other apps and cross-platform with MacOS.


These new security settings are also affecting the Mail app on MacOS.


Apple what's the deal?

iPhone X

Posted on Jul 26, 2019 1:37 PM

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4 replies

Jul 26, 2019 2:08 PM in response to razmee209

These are users that are using the native iOS Mail app, not the Microsoft Outlook iOS app. Microsoft does not have to make their platform work for any Apple app, but they choose to because so many iPhone users like to use the native iOS Mail app. If Microsoft updates their platform for better security, it's not their responsibility to update Apple's iOS Mail app...


So if your organization is using Office 365, has modern authentication enabled through out, MFA enabled for your users, and users can use the iOS native Mail app and not run into the issues I described above. Please have your IT Admin reach out to me. I would love chat with him/her.

Jul 26, 2019 1:58 PM in response to AlexofTH

How it trolling when in your own word

"My customers that are using their iPhones and the native Mail app with their Office 365 work/school accounts or a.k.a. Exchange Online have again started to feel the pain of Microsoft adding and enabling more security in Office 365."



We have no issue at our work using Microsoft exchange 365 on our Apple devices.


You need to ask Microsoft what needs to be done in order to get their mail account to work on Apple devices.

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Mail app and Office 365 Authentication Issues

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