Outlook connectivity issues with Exchange server can be a very frustrating for both the user and the administrator. Unfortunately, connectivity issues aren't uncommon and will likely occur at some point in time whether your mailboxes are hosted on-premises, in Office 365, or a combination of both, i.e. Hybrid setup. Earlier this year we released a guided walkthrough for Outlook connectivity issues in Office 365.
To assist you in troubleshooting Outlook connectivity issues in an Exchange on-premises environment, we’ve now released the Outlook Connectivity Guided Walkthrough (GWT). You can use this walkthrough for troubleshooting some common issues which include:
Prompts for credentials
Offline Address Book download issues
The goal for this guided walkthrough is to help you resolve Outlook Connectivity issues with Exchange in a timely manner by providing troubleshooting steps in a logical manner depending on the symptoms of the issue being experienced.
I’d like to thank everyone who contributed to the development of this troubleshooter with special recognition going to the following folks: Victor Zhang, Sainath Vijayaraghavan, Melissa Grewing, Shaun Gimberline and Amir Haque.