Outlook 2016 doesn't accept password or app password

From not the community crew:

Just found a difference which I don't know why they are different. Since my outlook 2021 and 3 of my personal free outlook.com address are all MSA* not the Bearer*. And it should be via Mapi over http. (Hold the control button and right click the outlook icon in the down right corner system tray.)

And it seems that if I add the ExcludeExplicitO365Endpoint in the registry, while add the account via the autodiscover in the mail(Micorosft outlook) classic layout in the control panel will be configured as imap account. (While adding the accounts via the modern layout seems did not affect.)

https://learn.microsoft.com/en-us/outlook/troubleshoot/profiles-and-accounts/unexpected-autodiscover-behavior
ExcludeExplicitO365Endpoint

https://techcommunity.microsoft.com/t5/exchange-team-blog/basic-auth-and-exchange-online-february-2020-update/bc-p/1205485
 ‘Bearer*’ means Modern Auth – ‘Clear*’ means Basic Auth.

https://learn.microsoft.com/en-us/outlook/troubleshoot/connectivity/description-of-the-connection-status-dialog-box
Authn

Indicates the authentication type that a given Outlook connection uses. Possible values include:

ERROR
CLEAR - (Outlook uses clear to indicate basic authentication - typically used together with SSL)
NTLM
NEGO
KERBEROS
ANONYMOUS
AUTOLOGON
.

This is a third party site.

• https://office-watch.com/2022/discover-mailbox-connection-details-outlook/
  The method of authentication used. Meaning how Outlook passes your credentials to the mailbox.

CLEAR  or Clear*- (meaning Basic Authentication which is being turned OFF for Microsoft hosted mailboxes and needs updating)

NTLM

For older Exchange Server connections we’ve seen CLEAR (NTLM)

NEGO

KERBEROS

ANONYMOUS

AUTOLOGON

Not documented by Microsoft properly but used with Microsoft hosted mailboxes are:

MSA* meaning MicroSoft Account login

Bearer* denotes Modern Authentication

I tried IMAP and it worked. We don't have very severe restriction on adding additional email accounts. I think we still have some accounts hosted on on-premise Exchange servers while our "work emails" were moved to Exchange Online.

it works fine for my work account but not for personal Hotmail in "Exchange" mode or "EWS" mode.

Pretty sure i know why that is but since you can't go visit ECP on a personal account it doesn't matter
not to mention would defeat their stated purpose if they let you do the same thing

In your haste to discredit others, you didn't read my posts. For several days now, I mentioned I tried to add my personal Hotmail account to my work laptops' Outlook, which is M365's latest desktop version from the stable channel. Both by description and the fact it's newer than Outlook 2021, you'd think it would work and it didn't... As for the MS people here, they were hyper-focused on IMAP only. Clearly, there is a disconnect. I can't tell if the new M365 Outlook is using EWS or Graph (but everything suggest Graph is still in development), it works fine for my work account but not for personal Hotmail in "Exchange" mode or "EWS" mode. I don't care if IMAP worked because I need calendar/contact sync, because IMAP is working for the current older client, so there would be no reason to upgrade.

I actually find it hard to digest that there are still folks left that do not care for contact or calendar sync. Perhaps they didn't know it was possible. Most people are clueless about authentication, email or calendar sync protocols. I run my personal life much like I do with work and I use calendar and contact list equally as I do with work. Most of data input are done on the desktop and I expect it auto-sync to the mobile clients in real-time.

I have been doing a lot of experiments in recent days. i can tell you the "New Outlook" is very very limited in its functionality. It will take a long time before they can replace the current desktop Outlook. I'd like to think folks that did spend the money on Outlook would have needs that a bit beyond very basic barebone experiences.

Technically 2013, 2016 and 2019 would not be untenable.

Drop a sync tool similar to what you would use for gsuite.
But I am not sure a 3rd party could write the plugin?

Maybe?

"Get a new office version" would not be such a big deal if

1. new version didn't have same issue as older ones
2. new version did not cost $600+
   They don't have upgrade versions anymore, so no discount there.
   Nor Ala Carte like they once had in the past.

The "New Outlook" unfortunately is just an update version of win10 Mail
Which unfortunately is kind of a web app.
There are many things it does not so.

It gets reads and sends email, it's fine for generic use.
Sadly it is just not capable of any work type use, if that entails anything beyond reading and writing emails.

It can't do automation, cannot do forms or app interactions.
Also seems incapable of things like encryption, cant accept certificates, can't connect o to database or datacenter.

Just generic email use, yea it is fine.

For what it's worth, i tried the O365 beta, but it seems it is in the same family as current
just a few builds ahead but same major version., so guessing office 2024 is a ways off yet.

Oh, no, i at least do not benefit from not having to type things
I do not allow anything to ever retain a login no matter what form it is stored in or what security is used.
That be a big no no. sec would have a stroke

After a while, you just get used to remembering a dozen 26 character passwords
or you start tattooing them someplace