Windows Live Mail keeps asking for my password when sending an email

AdHoc,
Assuming your Win 7 default browser is Internet Explorer.
Clear your browser cache.........
Open your IE > click Tools > click Internet Options > under Browsing History, click Delete > make sure the top 4 entries are checked > click Delete.

Damn. It works now. I don’t use IE at all, but I still did what you said and now it seems to work.
I don’t understand how this is even remotely linked to one another. I suppose the IE cache is somehow consulted by WLM?
So weird!
But let’s not forget that the problem did resolve itself yesterday, but happened again today. I’ll keep testing it over the weekend to see if it happens again.

Thank you very much David, for your persistence and dedication!

What is your default browser ?

For your future reference.......
Clear your web browser's cache, cookies, and history
https://kb.iu.edu/d/ahic

davidhk said:

What is your default browser ?

Firefox

AdHoc said:

Firefox

See the post above yours. Post # 14. It has a link of how to clear FF browser cache.
It's under the heading Desktop browsers.

Thanks David. I know how to clear the Firefox cache, I just fail to see how this is directly linked to WLM’s inability to connect to the Outlook SMTP server successfully. It feels like two very separate things.

AdHoc said:

Thanks David. I know how to clear the Firefox cache, I just fail to see how this is directly linked to WLM’s inability to connect to the Outlook SMTP server successfully. It feels like two very separate things.

Allow me to speculate................

1. You did a Windows Essentials Repair but you said it did not fix the problem.
My speculation : you did not restart the computer afterwards.

2. After you did the IE cache clear up, you said "it works now".
My speculation : you had restarted the computer after that.

My point is : Repairing Windows Essentials 2012 will work after a reboot.

Then you are wrong to speculate, because I didn’t restart my computer before the problem was solved. Maybe WLM was stuck using problematic files that the IE cache cleanup removed?

Who knows...

I notice that there was no response to your problem in Seven Forums. 148 Views and no Replies. We used to have a lot of experts in Mail. Sad to see that they have disappeared.

Anyway, a week as gone by. I wonder if your old problem has reappeared, or you are A-OK........ so far.