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

As title says, my MacBook's Mail is now not recognising my Hotmail account which I have used in Apple products for 10+ years.


I have tried doing the below, which is the top recommended for this issue on the Community pages - in 2 different ways: by adding the app-specific password first and then closing Mail first then waiting 5 mins to open it again, by closing Mail then adding the app-specific password then closing for 5 mins and reopening.

Mail will work again and sync emails... but then it asks me for my password again?


While in Hotmail, Go To:

  1. User Name(Top-Right)
  2. View account (Second Option Down)
  3. Security (third tap in from top-left)
  4. More security options (Far-Right)
  5. App passwords (Third Pane Down)
  6. Create a new app password
  7. Click Done
  8. Use that app-specific password in the Mail app on your MacBook Pro.


ALSO - I have gone to my Macbook's System Preferences, Internet Accounts, and changed the password there to the app-specific password to match what I've inserted in Mail. Still does not work.


Extra info:

Mail on my iPhone working normal as ever.

Have tried changing my password to see if that's the problem - Mail not accepting this either.

Hotmail working perfectly fine in browsers.

Have restarted my MacBook several times before/after inserting new password into Mail/System Preferences.

Have deleted my Hotmail account from Mail, then added it again. I'll add the app-specific email after I am adding the account again, it will sync up all of my Hotmail inbox, work for 5 minutes, and suddenly it'll ask me for my password again and stop syncing.


I am losing my wits trying to solve this - HELP!


MacBook Pro 13″, macOS 14.2

Posted on Jan 29, 2024 2:25 AM

Reply
Question marked as Top-ranking reply

Posted on Oct 8, 2024 12:58 PM

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!

58 replies

Oct 15, 2024 10:00 AM in response to marielle36

THANK YOU everyone, it was driving me nuts not being able to access my hotmail acct on my macbook!!!


I added the email as an exchange acct then did some quick googling before officially deleting my hotmail acct.

----> BEFORE you delete your hotmail, make sure your apple notes are not connected to it (mine was) and move them to your icloud folder (if not already using that)....all the notes will be saved this way!

Aug 24, 2024 2:11 AM in response to marielle36

Can anyone get reliable access to Hotmail from Mail on a Mac?

I echo the above reports, and have tried everything they have without success.


In summary: Mac Mail is very unreliable, essentially unworkable, on my iMac. Buy Mail works well to access Hotmail on my iPhone. iPad access to Hotmail is also troublesome and unreliable, rather less so that Mac Mail.

Access in my case includes Hotmail folders (which were not accessible tieing in via Exchange servers)


Mozilla Thundersbird solved getting access on the iMac, and that's what I rely on. Thunderbird seems to tie in instantaneously, including recognising the Hotmail folders.

Access via an Outlook App is fine. And via the web version.



Sep 26, 2024 6:52 AM in response to Fernando N.

Hi Fernando I’m the OP


if you look at my most recent answers in the discussion from my post, this is the only way I’ve regained sane access to my emails on my MacBook.

been using outlook now for almost 3 months with absolutely no problems at all, and now even prefer it ten times over than Apple’s Mail.

seeing as it’s been so long and with so many people having the same issues with no resolution from Apple - I doubt I will be returning to use Mail!

Sep 3, 2024 9:50 PM in response to marielle36

I have been having the same problem for weeks now. Initially, I had to "take the mailbox online" for my hotmail account and it would sync. Then even that stopped working. I was just fiddling with my security settings in my Outlook account in a browser and noticed you can get an app password for devices that don't accept the 2 factor authentication process. I figured it was worth a shot, created a new app password and put that into the password space in Accounts..... under the Mail tab (NOT Preferences, I didn't change anything there) and lo and behold, my hotmail account synched. Whether it continues to do so, I don't know, but for now, I am delighted it worked!

Jul 18, 2024 3:07 PM in response to pkalellis

Hey,

Yes I also had issues with Apple Mail on macOS, not on my phone.

I also deleted the Mail account in Settings, restarted and then set it up again this time as an exchange account.

This worked for about a week for me but then it went back to constantly ask for my password over and over again.

I’ve done all the suggestions and walked through every single possible solution with Apple - nothing worked! Was so strange. They even even witnessed the issue when I screen shared with them.

If you have resolved it - then awesome!

If the problem comes back - then I suggest you just delete Mail. Outlook has been working perfectly for me and I have preferred the look of it to be honest!

in my last days with Mail, not only was it constantly asking for my password - but it got to the point that in the odd time that my mails synced and I could sent out emails, Mail messed up the format of my emails completely. Was so unprofessional for work!


Oct 6, 2024 6:15 PM in response to marielle36

THE ANSWER, AS OTHERS HAVE MENTIONED.


  • UPDATE LAPTOP TO SEQUOIA
  • GO TO YOUR "MAIL" APP AND DELETE YOUR HOTMAIL ACCOUNT. I GOOGLED HOW TO DO THIS. IT'S ONLY A COUPLE STEPS.
  • AFTER DELETING THE ACCOUNT, GO TO MAIL (at the top of the screen)>ADD ACCOUNT. YOU'LL BE GIVEN A LIST OF BROWSER APPS. BECAUSE MY EMAIL IS HOTMAIL, I CHOSE MICROSOFT EXCHANGE.
  • THEN YOU'LL LOG ONTO YOUR ACCOUNT AS THOUGH YOU ARE CHECKING YOUR EMAIL. YOUR MAIL ACCOUNT SHOULD UPDATE FULLY.


THIS WORKED FOR ME! HOPE IT WORKS FOR YOU!


This thread has been closed by the system or the community team. You may vote for any posts you find helpful, or search the Community for additional answers.

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

Welcome to Apple Support Community
A forum where Apple customers help each other with their products. Get started with your Apple Account.