Outlook 2016 doesn't accept password or app password

Yeah... I now get fewer onmicrosoft and microsoft originated spams.

EAS under GMail started to having issues for my work account as well. Email sync at random, calendar and contact also don't think correctly. I am very sure this is a targeted effort to force people to use Outlook apps.

I ended up installing Outlook on my Android device to access my work data, but setup a containment field around Microsoft apps. I seal off Microsoft's access to data outside of the app. Tell you what, Outlook mobile apps are horrendous. Email looks ugly, calendar looks ugly, task look ugly. Very little can be done "at a glance" The only single benefit I see is joining Microsoft Teams meeting is a bit easier with a single click. I didn't realize Google's UI design is so much more advanced in terms of usability until I am forced to use mobile Outlook.

Google responded (among other setup hints for IMAP and POP):

"However, there is no official information on when Gmail will support OAuth for Outlook.com EAS."

But as I'm not sure if they understood correctly, I answered to that email and explained the same problem in other words ;-)

Not surprising... Microsoft has a collab with Samsung to pre-install MS apps on Samsung phones or at least a variant of Samsung phones. Microsoft and Google are in head-on competition, so Microsoft takes every chance to stab Google. In Chrome browser, if if I switch Bing to search, it will only nag me once. However, if I switch to Google for search or web apps in Edge, it will constantly nag me and import my Google Chrome data without consent. Microsoft is the new evil in tech.

I am very sure it's not the mail app or calendar app, it's the EAS protocol access stack.

When you add the account are you choosing "Manual setup or additional server types" Then selecting "Outlook.com or Exchange ActiveSync compatible service"? Entering in the Mail server as "outlook.office365.com" ? The type of account should then be Exchange ActiveSync, worked so far for me.

I work on software as well and while I understand the challenges of maintaining legacy code but things that are protocol-based are usually modularly enough to backport. I think this is how MS try to squeeze revenue whichever way it can, i.e., sell new Outlook 2021, get you to use ad-inserted version, sell your data... I do think this time things are done very purposefully - the convenience of it aligning with the "new Outlook" is hard to ignore.

I have moved my data off Microsoft platforms, bit by bit... Giving Google access to some of my data give me much higher return in terms of value! For example for Calendar, Google Calendar lists a picture of the place of the event/meeting.. and Maps alert me to leave while factor in traffic and such. Microsoft's - NOTHING! Microsoft's AI on email and calendar is also terrible. If I book a flight then cancel or change it, Microsoft's AI is too stupid to understand and insert all the wrong/outdated flight information to the calendar but Google's is smart enough to figure all of them out.