Outlook 2016 doesn't accept password or app password

i just normally do this on computer

https://support.microsoft.com/en-us/office/how-to-sign-in-to-hotmail-c378938b-c0eb-40c1-b99e-338dd9e776a8 and it still not showing stuff i deleted in deleted trash so i don't know bug or what why it not showing anything being deleted today in deleted trash only showing last night will i ever see stuff being deleted in trash?

I had the problem with two different outlook accounts, one had the 2-steps authentication one had not.

My client on both a desktop and a laptop was office outlook 2013.

Over the last few days, I was able to go by using an app password for the 2-steps account. Sometimes entering it once would suffice, sometimes it would keep asking but closing the error message would work.

For the regular account, entering the password once every time I would open office outlook would usually work.

Now today after MSFT supposedly fixed the issue, I ran into a new issue on the account that had the 2-steps authentication. I could get my emails to updates using my usual method, but when I would try to reply to an email, outlook would close abruptly.

I don't know if this was the result of the problem and fix or a coincidence, but I had to do an online repair (reinstall) of outlook in order to fix the issue.

I also has to check the remember password box the first time I got the prompt.

Since then, so far, it appears to be working.

I don't believe that the recent authentication issue is related to the behavior you describe regarding missing deleted items.

Using Outlook's webmail this is not an issue for me.

Using the Thunderbird e-mail client I do not have this issue but it can behave this way if not configured correctly. For the desired account under "Server Settings" -> "When I delete a message" make sure the setting "Move it to this folder" is enabled and the "Deleted" folder is selected.

Using Windows Live Mail and older versions of Outlook, the behavior you describe is unavoidable with IMAP, as far as I know, and has been an issue for some time. In this case you could try POP3.

I mentioned that earlier - until this morning, I'd get repeated password prompts with no interruption to receipt of emails. I learned to cancel the pop-ups.

Could it be that we are chasing a phantom error message ?

I made the following experience on 3 different clients, all showing these error messages from time to time:

• Simply ignored this error message !
• All messages, calendars, contacts are still sent, received and synchronized.

When ignoring it, it doesn't matter whether I click Cancel, OK or Close, all without re-entering the password.

What is your experience with simply ignoring the error message?

If this assumption were to be confirmed, it would of course be super easy to quickly release a client update with a bug fix that would make existing (and of course new) customers happy. ;)