Outlook / Exchange Authentication Issue – Troubleshooting Required

Category: IT Services Location: Issue Summary: • User is on Exchange On-Premises using Outlook Classic . • User also has a Microsoft account using the same email address . • After setting up Outlook on a new computer , Microsoft login prompts appeared. • We bypassed the Microsoft account sign-in, but Outlook now repeatedly prompts the user to enter their password. • Mailbox access is intermittent due to continuous credential prompts. Requirements Required Skills: • Exchange On-Premises administration • Outlook Classic troubleshooting • Windows credential management • Microsoft account and Office authentication troubleshooting • Autodiscover and profile configuration Please provide your experience with similar Outlook/Exchange authentication issues and your estimated time to resolve. Details Originally posted on Himalayas