Mail on MacBook constantly unable to recognise Hotmail account name & password (and app-specific password)

For me what worked is deleting the Outlook account, going into System Preferences -> Email Accounts -> And select "Microsoft Exchange". Before I had tried it with "Add other account" and it didn't work. But through the Microsoft Exchange option it actually opens the Microsoft login interface in the popup, and it worked just fine. Within a few seconds the account also appeared in the Mail App.

I had also changed the password before this step (first in the Outlook live web app, then in the Apple passwords keychain), but not sure if this is needed.

I hope this helps!

It seems to be working in Sequoia, after I recreated my hotmail account as an Exchange type account. To do that, I opened Apple mail, then Mail/Accounts..., selected my hotmail entry and deleted it. Closed Apple mail.

I then reopened Apple mail and did Mail/Add Account... and selected (see below) "Microsoft Exchange". All I had to do was enter my old hotmail address (as in SteveGuy@hotmail.com) and let the magic happen behind the curtains.

So far (several days) I haven't seen the "Enter password" reminder again.

Hope this helps.

-Fernando

As I had stated in my prior message, I am only having issues with Apple Mail in macOS. Since then, I have removed the imap Outlook account setup and instead, I set up my Outlook account as MS Exchange. This has allowed me to overcome the repeated username/password issue. No additional authentication is required. Let's hope that the Sequoia Apple Mail will finally have an option for a real Outlook setup like the iOS Apple Mail which works perfectly fine.

Don't blame Apple for this. It's Microsoft's doing.

Microsoft deprecated Outlook/Hotmail support. This was announced in an email from Microsoft a few months ago.

https://techcommunity.microsoft.com/t5/outlook-blog/keeping-our-outlook-personal-email-users-safe-reinforcing-our/ba-p/4164184

Where they really dropped the ball (IMHO) is in lack of clarity over what users need to do.

In the case of using Mail.app, I believe need to re-add your account as an Exchange account, which supports the current authentication standards that hotmail lacks.

I remove old account and add it new as Microsoft Exchange. Everything work fine now.

deleting the actual Hotmail account on Mail App on my MacBook and setting it up again as an Exchange account worked out!!!

This was driving me up the wall, finally worked it out.

Don't use an app password from Microsoft, firstly setup 2FA on your Microsoft account via a browser, then add your Outlook or Hotmail account to your Mac as an Exchange account, verify it and it will work.

(You will have to delete the account first - I did.)

I experienced the same issues on my phone iPad and MacBook since several weeks, now. I finally got a mail (12sept) from Microsoft that they are suspending third party mail mail apps without Microsoft’s modern authentication methods. It will end on 16th of this month.

It also tells me to upgrade to programs that use these new methods.

In the iPhone and iPad you can delete your “old” Hotmail mail account and when adding a new account you can choose an “outlook” mail account and provide your login data. After that everything works fine again.

On the MacBook (macOS BigSur) this option of making an “outlook” mail account is not offered and therefore not possible. It would be handy and correct if Apple fixes this problem, as they have done so in IOS.

I have spent that past month or so trying to figure out the problem with Mail. I tried all the troubleshooting that I've come across. Nada worked. Finally, thanks to the recommendation to delete the account and use Exchange, it worked. I can now receive and open mail on my MacBook Pro. Thank you Apple hive-mind.

Thank you for your clear instructions. My problem was that I was not offered the exchange account in my previous attempts to delete Hotmail and reinstall whatever I would need to have access to my Hotmail address again. Miraculously now the exchange account is offered so I could install it and everything is fine. For now…. ;-)

I have the same exact problem! Try set up as Exchange account and worked finally! Thanks !

My mail on my Mac suddenly stopped working, signing in with the Microsoft exchange option resolved the issue!