New protocols for using Apple Mail with Hotmail accounts

Update: Mail is getting in and going out, though I've had two alerts popup after I send mail from the new Microsoft Exchange account saying there is an issue sending mail with the selected Exchange server. But I tell it to use that Exchange server and the mail does go out. For me it's not a big issue as that Hotmail account is not an account I use much. Most of my mail goes through accounts on my own email server, Apple's iCloud server, or Google Mail. But at least I know that my Hotmail mail did not vanish when I added it as a Microsoft Exchange account, and then deleted the Hotmail/Outlook account.

Outlook apps and web have ads. Is it possible MS may be limiting some access that they weren't doing before to force people out of some the platform to theirs?

All in all, I've logged in my account via Exchange without deleting the other. I'm to afraid to lose the flagged mails. It looks like they are flagged on the new account though.

The method I cited stopped working for me. I found that Mac Mail now allows more than one email account to be an Exchange account. I simply created a new Exchange account using my hotmail address and it worked.

I have the same concerns as everyone commenting on this thread. I have multiple very old hotmail and gmail accounts and want to be smart about how i proceed with addressing the MS requirements regarding modern authentication. Everything I have read to date, including links sent by Microsoft and the references made in the emails that were sent to each of the affected accounts on 6/28 point to two options. Using the new Outlook app for iOS and macOS and MS Exchange. I have to date installed the Outlook app on my iPhone and iPad and added all my email accounts to this app and all are syncing correctly between the Outlook app and the Apple Mail app.

My immediate questions are, for all of you going the route of adding an Exchange account and continuing with your Apple mail app: 1. Do you already have an existing Exchange account, either on its own or via MS 365? 2. When I read about MS Exchange and Exchange accounts, it refers to Exchange as being a free standing server most utilized by businesses and academia, and having IT professionals as admins etc and the account you set up is in a server, and is not the same as a client account like Outlook, Hotmail, Live etc. Is this the case? 3. There is a subscription for the service from what I read about using Exchange accounts. Has anyone had to subscribe?

4.If I go the route of changing each of my email accounts in Apple Mail, and add a new account, should I select Outlook or Exchange? If I select the Exchange option, am I then going to be directed to use my existing Exchange account sign in credentials? ( which I don't have because I don't have an Exchange account or a 365 account) or will I simply be able to select Exchange just like selecting Outlook?

It's good to hear some success stories. I have tried to do the same just now with a newer hotmail account with very little saved material. Using the exchange choice on Mac mail, it is not recognizing the original Hotmail email address for the account of choice and it's password. I have deleted the original account. Did save the emails first. But this brings me back to my original question- when it initially asks for an email and password, is this for an exchange account? Like when you open a separate Microsoft account? Or do I put the Hotmail address in for the email and the password for that account that I have deleted and am trying to re add?

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 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?

Late to the game and just posted the solution that worked for me. It's not as complicated as many are making it out to be. Use the Exchange option to log into your outlook/hotmail/live account instead of "other" and I don't think you'll keep getting the dialog box asking to sign in with your password. I won't use Outlook on my devices and Apple Mail continues to do everything I need. Positive replies only please, we're all just trying to help. . . .

I would just like to add, This is not okay Apple. A solution which begins, "Delete your account," is not a solution. There were a myriad of ways to make this change easier, but for whatever reason Apple chose not to. I've put a similar mail on a Microsoft board, because I think the blame can be spread around. Shame on both of them.

I would just add, both pretend to be devoted to "net zero", but what this means is that they will be buying carbon credits, many of which are dubious (e.g. credits for not cutting down a forest when it wasn't going to be cut down anyway). But a real "net zero" solution is to allow people to use their devices longer, rather than having to change them - but no, they have to make it as difficult as possible to keep old computers and old systems.

I think what is confusing is that you do end up removing the old account from Mail, so the process seems like you are deleting the account. And it seems like you are in danger of losing all your emails. Even though all you are doing is changing the method you use to log into your account.

Since there are millions that have Hotmail, Outlook, etc. accounts, Apple could have designed Mail to handle this better and had a smooth way to step users through changing their Hotmail/Outlook accounts to use Exchange to log into Microsoft email servers.

Have you tried flagging some emails? It will not work, as it shows different number of flagged emails.

Can you please clarify how?

I just found it easier to move over to Outlook on my Mac, iPhone and iPad.

thank you! after years of frustration on why I keep having to enter and/or change my Hotmail accounts passwords, I finally found the solution (which is so obvious on hindsight).