Microsoft Outlook for Mac

Looking at your responses to the various posts there is one thing I cannot discern. Actually two things.

1) do you know the admin password of your computer? The admin password is the password you use to log into the computer and give permission to install software. This is also usually the password you need for your keychain

2) assuming you do know the admin password, have you tried using it at the prompt?

See this Apple document for help: https://support.apple.com/en-us/HT201609

dennyup wrote:

I understand what you're saying about deleting the mail account and re-adding it, but the problem is that in order to open the program, I must satisfy the aforementioned dialogue box, and that's where I'm stuck and locked out from continuing. Not sure where to go from here, because nothing seems to satisfy that dialogue box. I've even generated a new password from Apple thinking that might work, but it does not. I am ready to give up on Outlook I think, or at least the application; I can always use the web version.

If you do nor know your own login password—this is the password you use to log in, and may or may not be an admin password—then there is nothing that can be done short of resetting your login password.

If you reset a new login password, then you seemingly still have a keychain with the old password.

If you also recreate the login keychain with the new password, then all the old passwords are gone.

If the keychain gets re-created amid whatever else has happened here, then either you recover the passwords from the old login keychain with the old password as recovered from your backups, or you re-add the accounts and passwords into the new keychain.

That dialog is not asking for a password for Outlook. That box wants your Keychain password (usually the same password you use to log into your computer). Outlook is asking you to give it access to read/write passwords to Keychain.

Users have keychains.

Users can also share system-wide keychains.

The login keychain is usually one such keychain, and usually the default, and usually where mail account credentials are stored.

Keychains can get corrupted.

Keychain contents can also get deleted through user or app requests or errors, too.

The prompt is telling you the item sought (imap.mail.me.com, outlook.office.com) and the keychain (login).

The keychain password sought is by default and usually the login password for the current macOS logged-in user, though the login password and the keychain password can sometimes differ.

If you have looked in the appropriate keychain and find no matching item, then you will need to re-connect the Outlook client with the mail account including specifying the mail server passwords, or you will have to find an older copy of the keychain from your backups that still contains the password from prior to deletion or prior to corruption.

It’s usually easier to re-add the mail account in the mail client (Outlook), though I don’t know if that delete-and-recreate has any side-effects within Outlook. (There aren’t any adverse side-effects in the Apple Mail client.)

Did you enter your keychain password in the box you showed above?

That message is asking for you Admin (Account) password of macOS as with that the Keychain is secured what apparently microsoft needs to access to log you in to Outlook.

Try one thing, Type in the Password(s) you know for admin account and mail and click on "Always allow"