Outlook 2010 Asking for Network Password

This started off as a SSL renewal. Clients were getting a pop-up saying their "Sites" SSL had expired and do you want to continue and then when they would continue it would ask them for their password multiple times. So the Sites certificate has been resolved and now they only get one pop up when they first launch Outlook for their password. We have tried to save the credentials and it still happens. No credentials listed in the Credential Manager. It is asking for their Network/Exchange password for their .local account not for their actual email account email. I have read through numerous settings for the autodiscovery/ews SSL settings and about KB2553248 (Which isn't on any of the user's systems). All of the suggestions I have read were either not applicable or didn't work in resolving this issue.

So my end question is what do I need to do to stop the Network/Exchange .local password pop up from appearing everytime they open Outlook 2010.
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Jian An LimSolutions ArchitectCommented:
if you SSL certificate expired, none of the OWA function will continue to work in OUtlook.

have you fix your SSL?

run through https://testconnectivity.microsoft.com/ to confirm behaviour.

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