Hi @Aniket Bhor,
Thank you for sharing the issue details. As you mentioned, you can sign in successfully to Outlook on the web using the same username/password, this suggests your credentials are correct and the issue is specific to the classic Outlook desktop client on that Windows device (such as cached credentials, a corrupted Outlook profile, or Windows sign-in components).
I have outlined suggested steps to help you login account on classic Outlook, kindly try these suggestions in order:
1) Please try to clear saved credentials in your computer
- First, close Outlook completely.
- Open Control Panel > Credential Manager > Windows Credentials.
- Remove any entries related to Outlook / Microsoft Office / Microsoft 365.
- Reopen Outlook and sign in again.
2) Create a new Outlook profile
- Close Outlook.
- Open Control Panel > Mail > Show Profiles.
- Select Add and create a new profile, then add the mailbox/account.
- Set Always use this profile to the new profile and launch Outlook.
3) Disconnect and reconnect the work account
Windows often caches account states in the system settings which can interfere with individual app sign-ins.
- Open Windows Settings and go to Accounts.
- Select Access work or school.
- Locate your business email address. If it is listed, click it and select Disconnect this account.
- Restart Outlook. It should prompt you to sign in as if it were a fresh setup. During the sign-in, ensure you check the box that says "Allow my organization to manage my device" if prompted.
4) If it still fails, please reach out to IT admin to check device sign-in restrictions
In some organizations, Conditional Access or sign-in policies can block desktop clients based on device compliance/approved app requirements, even when web access works. Your admin can confirm in the sign-in logs and policy results.
If these steps do not resolve the issue, please provide the exact error message or confirm if the password prompt repeats without an error. This information will help determine if the cause is related to account credentials or device sign-in policies.
Thank you for your patience and look forward to your response.
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