r/MicrosoftOutlook

Detail of the issue is every time I try to login i am met with the screen of how I want to sign in. Every time I just want to select my password. But 50-70% of the time that's not good enough for Outlook. It will tell me that the password login is not available right now...why is this ever a thing? Then instead I have to play a game of puzzles and give my phone number 4 digits in order to play the game.

Every time I try to login it then asks me to make an email to authenticate or use an outside source other than my email to authenticate my account. Like, no, I don't want to do that. And it runs me through this charade every time I try to login. I'm absolutely sick of this and just want to change email at this point due to the issues but worried about having to update all my accounts and missing some.

This is the absolute worst system I've ever used. It used to be I could just use the password which I made for my account to login but now it seems it wants to do everything in its power to stop me from accessing my email. It is ridiculous.

Right now I'm stuck on having to use another email for authentication...I don't have another email and don't want more than 1. I'm just so sick and tired of this.

Please any help with stopping this nonsense and just being able to use my password like it should be? Failing this, is there any way to quickly/automatically get all emails linked to this sent through to a new one I create because I can't keep doing this every time I try to login.

I have tried to give MS the benefit of the doubt. It’s getting hard to do. Anyway…

As a last ditch effort - tried to delete a contact from New Outlook. The contact has instead quadrupled and now cannot be deleted. I have tried:

- Using Web Outlook
- Deleting /OLK
- Log out/ Log in
- Uninstall/reinstall
- Restart
- Turn off the offline features (this lets me delete but in 5 secs, poof, they are back.
- Support (just an AI telling you to GFY). click noice.
- Tried using Powershell
- Cant use Classic Outlook because that requires a license (really taking it to Apple on that one, eh?)

UPDATE:
- I also tried Graph Explorer and it found nothing - no folders, no contacts
- Can create new contacts and edit/delete appropriately
- Put the output from Graph Explorer into CoPilot, had it summarize the info for a Support request, support’s response was to contact support, then they ended the chat.
-Signed up for M365 trial so I could install Outlook Classic, the issue is not occurring there.

Any wizards out there know of a leaf unturned that might help, because frankly this reminds me of when I was learning to use Linux and would stay up until 3am to get a very basic feature to function properly.

Thanks in advance.

If Microsoft told me the new Outlook won't ask me if I want to save my changes to a meeting requests as I close it (when I KNOW I didn't make any changes to that meeting request!) I would probably bite the bullet and switch.
We've all been there before: we need to reboot and get back to work quickly but when we tell the PC to reboot, any open meeting requests always ask us if we want to save our changes, even when we know we did not make any changes. Word and Excel won't ask this question unless we actually made a change to the document, so when they ask us this question, our behavior needs to be different (we have a real decision to make). But Outlook will ALWAYS ask us this question, and if there ever happens to be a meeting request open that we DID make a change to that we want to save, we're likely going to say no anyway, because we get in the habit of not trusting that prompt from Outlook.
PLEASE FIX THIS IF YOU HAVEN'T ALREADY (in the new Outlook, which I do not want to switch to).

I’m having an Outlook email autocomplete issue affecting both Outlook Web and the Android app. When I select the autocomplete suggestion for my work email address, Outlook displays the work address but actually resolves the recipient to a different personal email address. As a result, the message is sent to the wrong inbox.

If I manually type the full work email address and do not select the autocomplete suggestion, the message is delivered correctly to the work mailbox. I have tested this multiple times on both Outlook Web and Outlook for Android.

I have already disabled Expanded People Suggestions on both my personal and work Microsoft accounts, waited more than 48 hours, deleted the relevant saved contact, converted the malformed suggested profile into a contact and then permanently deleted it from recoverable contacts, signed out and back in, restarted the phone, and tried the standard autocomplete removal steps. The incorrect suggestion still persists.

The malformed autocomplete entry appears in the format:

work-address@example.com <personal-address@example.com>

In other words, the work address is being used as the display name while the underlying recipient is actually the personal address.

Has anyone encountered this before, or is there a way to remove/reset a corrupted server-side recipient/autocomplete entry that is not tied to a normal saved contact?

My mom has a problem: When she tries to send herself an e-mail, her e-mail address is shown as the words "first name", even though she has her e-mail address saved under her actual name. I tried to press the cross (you know how when you start entering an address it shows suggestions below that have a cross next to them) but it says "suggestion can’t be removed". Any other suggestions I can remove no problem. It’s just her own e-mail address that seems buggy.

She’s freaking out thinking she’s been hacked. Can anyone help? Btw, she’s not using the english version of outlook, so all the terms are loosely translated

I do some adjunct instructing for a local university. They're a full-out MS shop. They give all students, staff, faculty, including adjuncts, Microsoft365 accounts. I had Outlook set up on Mac, Windows, and iPad for years. Then Outlook on Mac refused to connect to the server; it was always offline, and when set online by hand, it went offline again immediately. There were no problems on Windows or iPad. I set up the account in Apple Mail and in Thunderbird on the Mac; no problems. I had other accounts on Outlook on the Mac: gmail.com, Apple icloud.com, and MS outlook.com. All worked properly. I deleted the account that wasn't working from Outlook and tried to add it back; Outlook refuses to set up the account. It can't talk to the server.

This is very strange. It was working, and still works with 3rd-party email clients on that machine. Web access still works on that machine in Safari and Firefox. There are no problems elsewhere; I can even connect from an Ubuntu system using Thunderbird. I doubt that it's a server issue. It doesn't seem to be an issue with the Mac, not if other clients, including the web client, work. Outlook on the Mac simply refuses to access the server for that particular account and only that account.

Can anyone think of a reason why a MS client refuses to connect to a MS server?