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Outlook keeps popping up asking for a password and not accepting it

blog.payperitem.com, April 9, 2025April 9, 2025

🔧 Basic Troubleshooting

  1. ✅ Verify Password
    • Make sure the password works by logging into your email through the web browser (e.g., https://outlook.com or your mail provider’s portal).
  2. 📶 Check Internet Connection
    • Sometimes intermittent or slow connections can trigger the pop-up.
  3. 🔒 Two-Factor Authentication (2FA)
    • If 2FA is enabled, you may need an app password, not your usual password. Check your account security settings and create an app password.

🧹 Clear Cached Credentials

Windows

  1. Go to Control Panel → Credential Manager.
  2. Under Windows Credentials and Generic Credentials, look for anything related to Outlook or your email address.
  3. Remove them all.
  4. Restart Outlook and re-enter your password.

Mac

  1. Open Keychain Access.
  2. Search for your email or “Outlook”.
  3. Delete any entries that match.
  4. Restart Outlook.

🔁 Remove & Re-add the Account

If clearing credentials doesn’t work:

  1. Go to File → Account Settings → Account Settings.
  2. Remove the affected account.
  3. Restart Outlook.
  4. Add the account again.

🧪 Safe Mode Test

Run Outlook in safe mode to rule out add-ins:

bashCopyEditPress `Win + R` → type `outlook /safe` → Enter

If it works fine here, disable add-ins via:

  • File → Options → Add-ins → COM Add-ins → Go
  • Uncheck all, then enable one by one to isolate the culprit.

🛠 Registry or Profile Repair (Advanced)

Recreate Outlook Profile:

  1. Control Panel → Mail → Show Profiles
  2. Click Add, create a new profile.
  3. Set it to Prompt for a profile to be used or Always use this profile.

Repair Outlook:

  • In Control Panel → Programs and Features, select Microsoft Office → click Change → Repair.

☁️ Office 365 / Exchange Specific

  • Run Microsoft Support and Recovery Assistant (SaRA):
    https://aka.ms/SaRA-OutlookPwd
  • If you’re on Exchange/365, cached/stale Autodiscover or SCP records might cause issues. You might need to:
    • Delete old Autodiscover entries in Registry.
    • Flush DNS: ipconfig /flushdns

Exchange Networking Windows

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