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Test & Enable mailbox not working

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Im new to CRM Dynamics and would appreciate any help. We are running CRM Dynmics 2016 on-prem and have configured following in Email configuration settings:

Server profile: Our mailserver profile

Incoming and Outgoing: Microsoft Dynamics 365 for Outlook

I tried to create a workflow which is going to send email notifications on field changes in an opportunity but I got an alert message that the email is pending.

I approved and tried to Test & Enable the user account and could see in the field Test Run Status it was In Progress but after a while I didn't get any message weather it succeed or failed and in the field Test Run Status the status was still Not Run.


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