Outlook 2016 doesn't accept password or app password

Hi everyone,

I started this thread 25. jan 2024 😎

In this thread I found Microsoft Agent Kathy A.: Outlook.com App Passwords not working on iPhone - Microsoft Community

Today I did this text in that thread to Kathy A.

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Hi Kathy A.

Thanks for looking into this problem. It is incredibly much appreciated.

You are saying:

"Yes, this is still ongoing known issue with the email set up of Outlook.com/Hotmail.com on any mailbox. However, app password is the workaround for this issue, and we would suggest you try to generate another app password for your Outlook on Apple Mail app."

But we still get the "windows" password popup.

I'm using Win11, Outlook 2016 plus and my Hotmail account. Everything is "up to date"!

1. Please look into this thread I started jan 25. (+47 pages)

Outlook 2016 doesn't accept password or app password - Microsoft Community

2. Please change this status from SOLVED - to WORK IN PROGRESS

Outlook and other apps are unable to connect to Outlook.com - Microsoft Support

The authentication problem occurred suddenly - so something has changed at Microsoft around this date (25. jan. 2024)

Kind Regards

Pierre

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We all in this thread are not gonna solve anything on this problem - if Microsoft are not "going back" to what the system setup was before 25. jan 2024.

Even not with a nice reg. fix ...

So - do YOU know anyone inside Microsoft?

/Pierre

I am wondering the same thing. Where did this guy come from accusing those of us who have been contributing to the thread from the beginning as "hijackers", calling for moderation of us who are providing feedback on relevant information being discussed and suggestions brought up by Microsoft themselves no less?

It is true the thread topic only specifically mentions Outlook 2016, but it quickly became known that the authentication prompt error problem is much more widespread affecting many other clients and devices from Thunderbird to 9Folders, from Windows desktops to iPhones. At this point it is hardly "hijacking" the thread discussing these other clients being identified simply because the thread topic in the early days of the issue, when less information was made known, only mentions Outlook 2016.

This thread became the main thread for discussion of this issue for all these clients and devices as referenced by Microsoft themselves.

https://support.microsoft.com/en-us/office/outlook-and-other-apps-are-unable-to-connect-to-outlook-com-f4202ebf-89c6-4a8a-bec3-3d60cf7deaef

It is my humble observation that the newcomer lacks standing and understanding from the last 40+ pages of discussion and the context in which things such as "New Outlook" are brought up and discussed and why.

While IMAP/SMTP is working much better for us at least with normal/basic password authentication using 2FA and app passwords under Thunderbird, Windows Live Mail, and Samsung Email clients, many still report issues. As Microsoft makes changes to one aspect of this, it may inadvertently affect another, such as I reported yesterday regarding extreme throttling taking place.

These issues are not necessarily isolated incidents and it is relevant to discuss them since it is difficult to determine just how interconnected experienced behaviours are as a result of changes being made to try and resolve this as we work towards a solution that works for everyone using email clients, MS or 3rd party, that conform to some sort of standard.

This issue has been escalated to the Outlook Team and its being investigated. I posted a Known Issue to acknowledge the issue, Outlook and other apps are unable to connect to Outlook.com - Microsoft Support.

The Known Issue status is shown as "resolved" but the issue is still occurring for myself and others - see the posts at the end of the thread.

Removed and re-added hotmail accounts, using new app passwords, and also done the MO registry edits but still get repeated password requests from Outlook 2013.

Not resolved for me.

This is really a shame. It's been a week now and this still isn't fixed? For me, I keep getting "authentication errors." I had to remove the account and add it back too many times to count, which is a royal pain. The workaround to change the IMAP server works only temporarily.

Microsoft's response here Outlook and other apps are unable to connect to Outlook.com - Microsoft Support is the same information that's been up since January 23rd I believe (says last update was January 26th). The response that "we're working on it; for now, please use the browser) is unacceptable in my opinion.

I realize there will be problems now and again, but a whole week to fix this issue? I have a business to run; I rely on email clients to check numerous email accounts in one app. I don't have time to check the browser every time I need a 2-factor code or anything else for that matter.

What really gets me is the fact I have a paid Office 365 subscription and my email only works half the time, whereas my free accounts with other email providers never have these issues. Microsoft is a huge company and numerous people rely on the ability to check their email through an app. Paying customers especially should be able to expect things to get fixed within a week.

Anyway, that's my two cents and complaints. Maybe someone can bump Microsoft into action on this issue?

(I checked the box to notify me when someone responds, but how will I even know if my email account doesn't work?!)

Well here's the thing, 9Folders claim they know what the issue is, but they actually don't.

They claim sending authentication data in plain text (over tls port 993, of course) fixes the issue, but it doesn't.

Below are 10 identical IMAP connection attempts, all over tls port 993, all plain text auth with identical credentials.

As you can see only 2 of the 10 plain text auth attempts succeeded.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADQAUAAyADYANQBDAEEAMAAwADIANAAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADIAUAAyADYANQBDAEEAMAAxADkAOAAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 OK LOGIN completed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADYAUAAyADYANQBDAEEAMAAwADAAMwAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADIAUAAyADYANQBDAEEAMAAxADIAOQAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADYAUAAxADIAMwBDAEEAMAAwADIAMwAuAEcAQgBSAFAAMQAyADMALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADQAUAAzADAAMgBDAEEAMAAwADEANgAuAEcAQgBSAFAAMwAwADIALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 OK LOGIN completed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADQAUAAyADYANQBDAEEAMAAxADkANQAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADQAUAAxADIAMwBDAEEAMAAxADAANQAuAEcAQgBSAFAAMQAyADMALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADQAUAAxADIAMwBDAEEAMAAxADIANgAuAEcAQgBSAFAAMQAyADMALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.

* OK The Microsoft Exchange IMAP4 service is ready. [TABPADIAUAAyADYANQBDAEEAMAAwADUAMQAuAEcAQgBSAFAAMgA2ADUALgBQAFIATwBEAC4ATwBVAFQATABPAE8ASwAuAEMATwBNAA==]

a1 NO LOGIN failed.

* BYE Microsoft Exchange Server IMAP4 server signing off.