Outlook 2016 doesn't accept password or app password

The "senior role" thing means nothing and just comes off as somewhat pathetic to post.

Go to Google, MS doesn't care. Guess what, Google doesn't either. I highly doubt from your descriptions that your company has the user base to move the needle for either one of them.

Ironic that you accuse me of using multiple accounts here, when you and your pal are replying to and liking each others' posts right around the same time consistently.

My motivation is to tell people to stop throwing tantrums and focus on actually resolving their issue, even if just a workaround for now (and/or be using the correct settings so that when it is permanently fixed, they won't keep having problems). Simple and clear, no hidden agenda.

Following my own advice, I've seen 2 popups on my phone in the last week and both times just tapping OK made it go away (only because my phone does not support modern auth for activesync on personal outlook.com). Both my personal (3 PCs) and work outlook clients have never once thrown a prompt this whole time. There have been less new people posting issues here in the last week as well, yet you're still having all kinds of problems, so instead of arguing with my comments or making empty threats to MS, why not actually try to resolve your issues?

Dennis, his reply was to another user ;)

I don't have issue with MFA but when it pops up randomly after I've authenticated it, it is rather annoying when you're working on something else. It is also asking for the user name and password for one email account.....the others seem to be connecting without MFA. This is as technical as I get.

As for the rest of your reply I have no idea what you are talking about. To me servers work in restaurants....have no idea what Oauth is or what the client side means. As I said, I have no problem with MFA as long as I'm not having to input it multiple times.

I would again argue you are disconnected from reality. I happen to be in a senior role at my company. Talking to my peers, most people are worried about losing long-term customers, acquisition or re-acquisition cost of long-term customers is very high. One can argue that are plenty of competitions, long term or legacy customers' "laziness" is an important element that keep those customers from defecting. The "laziness" comes from risk-mitigation and don't want to fix what's not broken. Microsoft just open a huge door. We are literally talking to the G company about switching over - that idea wasn't even possible just a few years ago. Why? Several IT and exec leads are having issue with their own MS mail and it also triggered feedback from users of their own experiences - personal experience does impact business decisions, period.

I really don't understand your motivations here. Many folks including me have said from Day 1 that we have MFA enabled on the account and client, yet you are always on that wagon blaming people for not having MFA enabled and not using OAuth, just scroll back and read your own comments. From the debug logs, MS servers declined OAuth so the client used the legacy method. There isn't much we, as users, can do from the client side. And you know what's sad about this? I tried all supported protocols to fetch/sync using Outlook desktop to/from Gmail and it works without a single issue. Regardless how little senior product leadership cares, at some point, they need to come to grip with reality.

Struggled for hours to get a connection last night. Got it. But today, it's back to ceaseless password prompts.

MS execs are really earning their $112M+ compensation packages, aren't they? May the billionaire class get what they deserve one day soon.