When I click on the outlook icon in the taskbar, instead of opening the client a dialogue box comes up and says: "enter your user name and password for the following server...smtp.mail.yahoo.com.

But my user name and password are filled in already. When I click ok, I get the dialogue box again. I checked my user account settings and everything looks okay.

In the user account screen, I re-entered what Ii thought was the password (8 characters) but after I hit cancel in that dialogue box the number of asterisks in the password changes to 9.    I swear the password was 8 characters.  What gives?
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Frosty555Connect With a Mentor Commented:
Firstly - in Windows, a password box that contains a "remembered" password always contains a fixed number of asterisks, and it does not necessarily match the length of the password it is remembering. This is intentional so that somebody can't determine how long your password was by looking at the number of asterisks.

Secondly - the prompt asking for your username/password suggests that your SMTP settings in Outlook are wrong. You may very well be entering the correct username/password, but if the server name, port, SSL settings etc. are incorrect you will continue to get the repeating dialog box popping up.

Go into your account settings, and doublecheck your SMTP settings (server name, port, encryption type, username, password etc.):

PeterAuthor Commented:
My account settings were as you instructed.  I checked and double-checked and triple-checked.

I deleted the profile and created a new one with the correct pop/smtp settings and it is still happening.
PeterAuthor Commented:
Also, another profile I created months ago still works.
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