Outlook / Exchange Authentication Issue – Troubleshooting Required

Category: IT Services Location: Issue Summary: - User is onExchange On-PremisesusingOutlook Classic. - User also has aMicrosoft account using the same email address. - After setting up Outlook on anew 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