Every time I open Outlook, or one drive it keeps asking me to log in

Question

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Every time I open Outlook, or one drive it keeps asking me to log in.

Answer 1

Hi @Mario's Super Cleaning Services,

Thank you for reaching out to Microsoft Q&A forum.

I understand you're experiencing an issue where Outlook and OneDrive keep prompting you to sign in every time you open them.

Below are some steps you can try to help fix this behavior:

1. Reconnect your work/school account in Windows

• Go to Settings > Accounts > Access work or school
• Select your organization account > Disconnect
• Restart your computer
• Return to Access work or school > Connect and sign in with your work account

2. Clear cached credentials

Remove outdated Office/OneDrive credentials:

• Open Control Panel > Credential Manager
• Check both Windows Credentials and Generic Credentials
• Remove entries starting with:

MicrosoftOffice

MSOffice

OneDrive

ADAL

AzureAd

Your organization’s ADFS URL

• Restart your PC and then sign in to Office/OneDrive again

3. OneDrive‑specific fixes

Reset OneDrive’s local cache

• Right‑click the OneDrive cloud icon > Quit OneDrive
• Press Win + R and run:

%localappdata%\Microsoft\OneDrive\OneDrive.exe /reset

• If OneDrive does not reappear after about a minute, run:

%localappdata%\Microsoft\OneDrive\OneDrive.exe

• Sign in again and check if it stays signed in after restarting the PC.

Check for multiple OneDrive tenants

If you use both personal and business OneDrive, ensure you’re signing in with the work/school account in the OneDrive setup wizard.

4. Outlook‑specific fixes

Disable “Always prompt for credentials”

• In Outlook, go to File > Info > Account Settings > Account Settings…
• Select your email account > Change > More Settings
• Open the Security tab
• Make sure Always prompt for logon credentials is unchecked

Test in Safe Mode

Run:

outlook.exe /safe

If the prompts stop, disable problematic add‑ins: File > Options > Add‑ins > COM Add‑ins > Go…, then uncheck third‑party add‑ins and re-enable them one at a time.

 

If the issue continues:

Please contact your IT team to review your account setup. Alternatively, your administrator can open a Microsoft support ticket through the Microsoft 365 admin center for deeper investigation.

I hope this information helps. Please try the steps and let me know whether they resolve the issue. If the problem persists, we can work together to find a solution.  

As other users will also search for information in this community, your vote can significantly help those with similar inquiries quickly locate the most relevant resources. 

Thank you for your kindness and for contributing to the forum.   

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Answer 2

If Outlook or OneDrive keeps prompting you to log in every time you open them, it could be due to several reasons. Here are some steps you can take to troubleshoot the issue:

1. Clear Cached Credentials: Sometimes, stored credentials can cause repeated login prompts. You can clear these by going to Control Panel > Credential Manager > Windows Credentials, and removing any entries related to Outlook or OneDrive. After that, restart the applications and re-enter your credentials.
2. Enable Modern Authentication: If your organization is still using Basic Authentication, consider switching to Modern Authentication, as it can help resolve persistent credential prompts.
3. Check Trust Center Settings: Ensure that the Allow Office to connect to the Internet option is selected in the Trust Center Privacy Options. This setting can affect how Outlook and OneDrive authenticate.
4. Run a Self-Diagnostics Tool: If you are using Microsoft 365, you can run diagnostics to identify issues that may be causing the login prompts. Look for options like Diag: Outlook keeps asking for my password.
5. Create a New Profile: If the issue persists, consider creating a new Outlook profile. Go to Control Panel > Mail > Show Profiles, and create a new profile to see if that resolves the problem.

These steps should help you address the login prompts in both Outlook and OneDrive.

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References:

• Password prompt at every Outlook start or can't create profile
• Outlook continually prompts for your password when you try to connect to Microsoft 365