Outlook 365 inconsistent login behaviour with IMAP gmail

I am using Office 365 and several of my machines have switched to modern authentication for Gmail recently. A window popped up, asking me for my google login and password and I got the 2FA prompt on my phone correctly. So far everything works.
One machine refuses to do so and insists on using basic authentication with a google app password. Is there something I need to do on this machine to enable modern authentication for IMAP gmail, or is it just a question of time until the machine does so on its own?
Thanks a lot

Thanks Ken,
Let me be a bit more precise:
Previously all my machines were using Google App passwords for Outlook 365 / Gmail. This has worked without issues since I installed Outlook 365 six months ago. I assume this is because Outlook 365 used to not be able to use OAuth authentication. In contrast, Windows Mail has always supported OAuth authentication and never required a Google app password.

After the switch of login method, I was able to delete the Google app password for the device and the device now appears under "Third-Party apps with account access" for Gmail in the Google Account page.

Once I had completed the first login with OAuth authentication (and the F2A screen, because I activated this for Google), login happens automatically when I launch Outlook 365. I do not have to login every time.

All devices went through this process except one, which is continuing to require a Google app password. My question is why one machine does not change to OAuth authentication, while all the others did so.

Just a comment. I have Office 365 and within the last two months Outlook has changed my incoming e-mail POP server twice. My ISP, Spectrum, has several different e-maill servers as they bought Time Warner and Brighthouse Cable companies about 2 years agon. Outlook changes to one of their e-mail servers but not the correct one. I did not change it. The only way to get it corrected is to restore the disc image to an earlier date when it was correct. Nothing I can do within Outlook account setup will change. I even deleted the account and tried to create a new (correct) account but it just comes back with an error message.

Hi there
@fireberd

I've long since complained about the lack of configuratation possibilities for email accounts in the latest versions (click2run) of Office 2016/2019/365 especially if you have different inbound / outbound mail servers / different user accounts on them etc etc.

However there is an applet in the control panel (still called Mail Outlook 2016) which allows access to the classical advanced configuration screens --the new simplified screens are 100% useless if you have anything other than typical bog standard email acounts that the Ms database knows about -- the auto customising screens are an abomination !!

If you have an older version of outlook 2016 you can export and re-import (it's a reg file) the profiles but that's a bit of a messy solution.

Use the control panel applet while it still exists. Confusing but for O/2106,O/2019,O/365 it's still called Mail Outlook 2016.

Use the manual setup ( 2nd option on screenshot 2 - haven't got english version but it's in the same place on an eng screen) -- then you'll get all the advanced options etc as before Ms went for the rediculous "auto setup" things - these do actually work !!!! I have some accounts with domain mail servers and they all send / receive mail via outlook 2019 perfectly now.







etc etc.

Cheers
jimbo

Thanks, I found the advanced settings but it didn't work in 365.

(Sorry didn't mean to hijack the thread).

The revision levels seem to be the same.

Caledon Ken said:

One last clarification, if you change the password being used on the troubled machine to your regular password (update account settings) what happens?

If I change to my Google password, Outlook tells me I need a Google app password.

Thanks for all the inputs.
My last machine has now decided to switch to OAuth as well. So all is fine and consistent again.