![]() Understanding Outlook Behaviour and Credential Manager`with HTTP MAPI – So that it helps you to isolate the issue faster and quicker. So before even start troubleshooting make sure you have the latest version of Office running. There are many feature optimizations and Protocol enhancements made over these months. But i strongly recommend to upgrade the Microsoft Office to the latest version to stay secured also so that you don’t work on a issue which is already fixed. I know Microsoft patches are crazy sometimes. Primary Email Address and User Principal Name Mismatch in Office 365 Hybrid.Outlook Integration like Instant Messaging.Customized Virtual directory authentication settings.Public Folders Co-existence not configured Properly.Conflicting Outlook Anywhere Settings in Co-existence Environment. ![]() Understanding Outlook Behaviour and Credential Manager`with HTTP MAPI.But if your clear about your Architecture and the connectivity flow it could be much easier for you to isolate the issue. Authentication prompts in Outlook is one of the worst to troubleshoot in a Messaging Environment.
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