Microsoft Outlook will no longer work with Apple Mail

Regarding Apple Mail on my Mac, I deleted the exisiting outlook account and added an Exchange account. After doing that, Outlook has sent all my mail from protected acoounts into the junk folder. When I close out the app and I open Outlook via web, it works fine. As soon as I open yme Apple mail app, it screws up myt mail, everything going into junk.

Ok. This is creating a huge headache for me - as it sounds like it is for most of you. Using a hotmail account I use for just junk, I set it up on my iPhone using the Outlook option, and it was all great. Went to my MacBook (Sonoma 14.5) and did the same using the Microsoft Exchange as suggested, and it worked swimmingly as well. Now, here is where the problem arises. In the old way of doing emails, I had mine set up as a Pop acct and not an IMAP acct. That meant that emails downloaded to my phone were still left on the server until I downloaded them onto my MacBook. In the Exchange protocol, they downloaded onto my phone and onto my Mac. Great I thought I have this sorted! But nope. When I deleted the emails from my iPhone, they also deleted off of the server AND my MacBook. This will be a disaster for me. As I use my phone during the day, I read and delete emails as needed, and then the next morning, download everything onto my MacBook. That will no longer work because the emails will no longer be on the server, because once they're deleted from my phone, the server deletes them. I'm not sure what the workaround for that is. Anyone have any ideas?

After calling Apple I found a solution. If your folders show on outlook.com and on Mac mail, these will sync. Delete the account on Mac mail and add it back as “Microsoft exchange”. Viola, everything will be back.

I'd been getting "verify your Exchange password" notifs on my 2018 Refurbished Macbook Air running the latest OS updates for a while, and mostly ignored them because the Mail app was working fine. I updated to Sonoma 14.7 recently, and started getting the notif MORE. When I finally was like "okay, let's do this then", the first couple of times it went fine.

Today, I finally started gettting "cannot authenticate" popups after entering my email address and account password, and I had no clue what I was doing wrong. I finally ended up going to the Outlook browser version, and while poking around in settings, I found the Forwarding and IMAP menu. Scrolled down, turned on "let devices and apps use POP" (no idea what that is, but since the IMAP setting was already turned on and my Mail client still wasn't working, I figured why not?), set it to "allow devices and apps to delete messages from Outlook", and then tried logging in with the Apple Mail app. Lo and behold, it works!

Please G-d no more of those **** "reenter your password" notifs 🙏

iOS 11, iPadOS 13.1, macOS 10.14 (Mojave), visionOS 1.1, or later, support Microsoft modern

authentication workflows.

Have you tried using the outlook.com account on the iPad to attempt to login to the hotmail account?

db_3

Thank you so very much for giving me the answer to this perplexing situation. I have spent hours trying to figure out how to fix this. I am so happy I came across the answer!

Hi Phil0124

Thank you for the information above.

Do you know which macOS versions that Microsoft will no longer support? I received the same email as many other Outlook users, and use the Apple Mail app on desktop, laptop, and iPad devices.

Thanks Phil0124. I converted the two Microsoft email accounts on the MacAir to Microsoft Exchange accounts and converted the two Microsoft email accounts on my iPhone 15 to Microsoft Outlook accounts, per your Apple Community Post that you indicated. I'll let you know in September if there are any other problems.

I deleted and then reinstalled my Outlook mail accounts as Microsoft Exchange accounts but the existing passwords were not recognised. I was offered the option of using code sent to my nominated back-up email address and this worked. Don't know why but just glad all systems back up and working :-)

Ike_C wrote:

Apple just put out an update for Microsoft Outlook, but it didn't help me much.

No. Apple cannot and does not update apps that don't belong them.

Outlook is a Microsoft app.

Any update you may have gotten came from Microsoft, not Apple.

I started to use the Outlook app off of the App Store and not perfect it gets me past the old POP email across devices. Hopefully next week Apple will use the Outlook.com feature that we have seen on the iPhone and iPad.

Hi there, I posted a reply to this and it seemed to have got deleted :) I totally agree with you. The arrangement you describe does not work for me either because I work the way you do. However, other posts on here suggest that we should be fine with newer versions of Apple Mail. I guess all will be revealed on the 16th.

Yeah I archived all my old inbox, including folders, and sent folder into “on my iMac” then deleted my old email acct and added it back using the Microsoft Exchange option. It works, although as anything with change for me, I have to remember not to delete anything I want to keep until I download them onto my MacBook. Once a week I move all those new inbox and sent emails into the archive folder, which removes them all from my phone then. Its added some extra work, but overall I’m getting used to it and it works ok.