Outlook / Exchange Authentication Issue – Troubleshooting Required

**Outlook / Exchange Authentication Issue – Troubleshooting Required** We need an experienced Microsoft Exchange and Outlook specialist to troubleshoot an authentication issue for a user. **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. **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.