Outlook 2016 doesn't accept password or app password

This situation is simply untenable. And despite the comments from Gabriel and David, MS has done little to nothing to address and resolve the issue, or keep its users well informed. Even with OAuth in use, MS is still throwing constant sign-in errors. MS has not provided a working service for more than a month. Compensation is not being discussed. What are users expected to do but challenge the charges with their credit card providers and/or leave MS for another service provider?

At one time Apple did default to using Basic Auth when connecting to Outlook.com/Hotmail.com, so if you had this account setup for a while it would continue to be setup that way. There isn't anything behind the scenes that they just change, it will require a user to remove and readd the account.

When you are within the Apple Mail app and Adding a New Account, you should select Outlook.com as the email provider. Then login with your username and password.

Thank you David for your support.

Apparently I had previously added my @outlook.pt account in the Apple Mail app through the Microsoft Exchange provider.

Now I’ve removed and readded my account using the Outlook.com email provider, and I don’t get any password prompts anymore.

Thanks again 👍

AnotherBug,

You might have gotten further later in this thread but if you are still seeing issues with Outlook for M365 we can help with that. In Outlook for M365 see if you have the option for Help, Contact Support and submit a ticket from in the app. If you don't have that option, I will follow up later to enable it for you in the service. Just to make sure, in Outlook for M365 you have the account configured as an Exchange account, is that correct?

Lets check how that account is connecting to Outlook.com. It should be modern auth. Press the Ctrl key and then In the system tray right click on the Outlook icon and click Connection Status, Description of the Connection Status dialog box - Outlook | Microsoft Learn. What does it show in the AuthN column? Hopefully its MSA or Bearer.

What a curious time for this article to appear. Is all this an attempt by MS to intentionally dissuade its users from third-party platforms?

https://www.techspot.com/news/101880-mozilla-developers-working-microsoft-exchange-support-thunderbird.html

Wiesshund,

VBA support has not been added to New Outlook yet. Outlook for M365 has VBA support if you want get a trial to use it. We just published these instructions (with link to trial) for those that want to export an Outlook.com mailbox, Export your Outlook.com mailbox - Microsoft Support.