iPhone keeps asking for Outlook password

In a much earlier post I placed this issue squarely at Apple's feet as it started with 17.1.1. for me. After reading these posts I decided to pull out my old iPhone 6s with iOS 15.8, same issue.

Funny thing, my wife has the 14 Pro, 17.1.1, outlook account, 2FA enable and she does not does not have any issues. I thought I would add that I authenticate through an authenticator app, not texting. Not sure about wife and she is out for the weekend.

An earlier poster mention MS has recently made changes to Outlook. Maybe something in these changes has brought this issue back to the surface. I say brought it back as the internet is littered with Apple / Outlook password threads going back years.

I don’t believe it’s the iOS. I am currently on 16.6.1 (I haven’t updated in a bit) and I am constantly having to renter my password for outlook. It got to the point where I got locked out and had to change my password, TWICE! Not sure if it’s the app or something else, but I don’t think it’s the iOS, since I’m still running 16.

I think it's more a Microsoft problem than a Mac one. I have the same problem, but only with my two Microsoft email accounts. Been going on, off and on, for years, but only with the Outlook/Microsoft accounts. No such problem with my Mac email or Gmail or Yahoo accounts. (Yeah, I have way too many email accounts!)

This is likely a timing coincidence. If you read through thread it is also happening on iOS 15 and 16.

Maybe they changed something in their infrastructure for 17.1.1 but it is happening on all recent iOS's. ( 15, 16 & 17)

If you navigate to support.apple.com there should be multiple options to get a hold of Apple.

Interesting that installing Edge helps. I imagine you also have to sign into Edge so your device gets logged with your Microsoft account.

A network reset did not work for me.

You find it in Settings > General > "Transfer or Reset Phone". One of the resets is reset network.

I have the Outlook Mail app on my phone. Logged into same account as one that is broken in iOS mail. It is logged in all the time. Still get messages. I tried the browser, keep me logged in, problem persists even with browser running in background.

This must be one strange problem as some people don't have the issue while others can use the workarounds in this thread to get by.

It's not just an IOS 17 issue. My iPhone is using 15.8 and my wife's is on 16.7 and both are doing this. Most times I get the re-install password issue. Sometimes it indicates a failure to connect to server or some other error. When that happens I close the app then reopen it to connect. Then it works for a while, but not long.

It keeps doing this to me as well; it’s been going on for several weeks. I’ve probably re-entered my Outlook passwords at least 10 times. The workaround is to use the Outlook Mail app which of course I do not want to do because I like the native mail application on the iPhone.

Hey just wanted to reply here. It’s definitely a new update issue with iOS and not Microsoft. It seems to be effecting just outlook emails. However when it’s requesting emails for the outlook/Hotmail emails Yahoo etc. don’t load newer emails as well. It requests the passwords multiple times a day ever since the latest iOS update.

FYI this is not a 17.1.1 issue because I just checked, and I have not yet updated to that version on my iPhone 15. But a few weeks ago I started getting the pop-ups prompting me for my password on Outlook. Whenever I’m prompted for my password and go to the email settings, the password field is blank and says the account needs to be “verified” so I have to put the password in there every time. I could hit cancel and my email is still updated, but it’s annoying to have that pop up all the time.

If anyone was in the computer industry about 20 years ago they will know this is not new for Microsoft. The good old adopt, enhance and extinguish. Basically, get all the hotmail and Outlook.com users, add enhancements to their protocol to where only Edge and their Outlook app work and cause any regular email app to stop working (extinguish). This game has been played for years in the internet protocols and operating systems world.

installing Edge or switching to Outlook app is doing exactly what they want you to do. Problem then is when updates to those apps don’t work with non-Microsoft accounts.

And blaming someone other than them (Microsoft) is the cherry on top.

It's not. As many others mentioned, this started happening after the update to 17.1.1.

Also suggesting Outlook instead of Apple Mail app is a workaround, not a solution.

I've been using Apple Mail for years and it only became a problem after the update

I've set up the email account manually on her iphone which is 17.1.1. Its working normally for now. Will know tomorrow morning if password becomes invalidated somehow. Her ipad is still 16 and works fine with her same outlook.com email account - never prompted to enter password or accept a new EULA. For now left it as is.

Thanks for trying! I think it does make sense. Microsoft isn't going to let users bypass their legal department simply by using the iPhone app.

Microsoft should be sending out email notifications to get people to adopt new T&C.

Apple should not assume that login has completely successfully when the account isn't in a usable state (ie T&C hasn't been accepted).

Checking the new Outlook agreement sounds promising. I logged into my Microsoft account and found the Microsoft Services Agreement. It states you automatically agree to it if you use any of the items after September 30th. Can you specify if this is the agreement you are referring to as there is no way to accept or decline it.