Sunday, 14 Jul 2024

How to Solve the “Outlook Windows Security Keeps Popping Up” Issue?

Many Outlook users have been frustrated by the constant appearance of the “Windows Security Microsoft Outlook keeps popping up” prompt. This issue persists even when users choose to cancel or log in. Recent updates to Windows Outlook and changes in Outlook settings may be contributing factors to this problem. If you are experiencing this issue with your Outlook app constantly requesting your password, this guide provides various solutions to help you resolve it.

microsoft outlook asking for password

Part 1: Reasons Behind Outlook’s Repeated Password Prompts

When facing this issue, there can be several reasons behind Outlook repeatedly asking for your password. The most common reasons include:

Reason 1: Outlook Settings

Your Outlook app’s settings may occasionally be the source of the issue.

Reason 2: Windows Update or Upgrade

In some cases, Windows updates or upgrades can reset your password preferences for certain apps, causing this issue.

Reason 3: Inability to Update Your Password

In rare cases, Outlook may be unable to update your password, which results in repeated prompts for it.

Part 2: Common Error Variations Faced By Users

Users have encountered several variations of this error, including:

Variation 1: Outlook Keeps Asking for Password After Enabling MFA

Enabling Modern Authentication in the Office 365 tenant should resolve the issue of being prompted for your password after enabling MFA.

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Variation 2: Microsoft Security Outlook Keeps Popping Up Even Though It Is Correct in Office 365

Manually disconnecting the Microsoft account from the Office 365 package and then reconnecting it should fix this issue.

Variation 3: Windows Security Microsoft Outlook Keeps Popping Up for Windows 11/2016/2019

To solve this issue, reset your Outlook password and set the option to remember the password next time.

Part 3: Solutions to the Outlook Windows Security Continuously Popping Up Problem

Here are different solutions to help you get rid of this problem in Outlook.

Solution 1: Disconnect Your Microsoft Account from Office Apps

If your Outlook window keeps popping up, follow these steps to fix Outlook password errors:

  • Press Windows+I to open the Settings window and select Accounts.
  • Choose Emails & Accounts.
  • Scroll down and select your Outlook account email address under “Account used by other apps.”
  • Disconnect the Outlook account and restart Outlook.

Solution 2: Reset Login Settings for the Outlook Application

  • Type “Credential Manager” in the Start search bar and press Enter.
  • Select Windows Credentials from the Control Panel.
  • Find the stored credentials referencing Office 365 or Microsoft Outlook email addresses.
  • Click on “Remove” from the vault and confirm the removal.
  • Repeat these steps until all credentials associated with your email address are removed.

Solution 3: Check the Credential Settings

  • Open Microsoft Outlook Application and go to File.
  • Select Account Settings.
  • Choose an Exchange account and click the Change button, then go to More Settings.
  • Select the Security tab.
  • Ensure that the “Always prompt for logon credentials” option is not selected.
  • Click Ok and restart Outlook.
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Solution 4: Enable the Remember Password Feature

  • Open the Outlook app and click on the File tab, then select Account Settings.
  • Double-click the account under the Email window to open a new window.
  • Make sure the Remember Password option is selected and restart Outlook.

Solution 5: Configure Outlook to Use NTLM Authentication

  • Open Microsoft Outlook and go to Account settings under the File tab.
  • Select Exchange Account in the Email tab and click Change, then go to the Connection tab.
  • Click the Exchange Proxy Settings.
  • Under Proxy Authentication settings, choose NTLM Authentication.
  • Click OK to apply the changes to Microsoft Outlook.

If none of these solutions above help resolve the problem, you can consider using Wondershare’s Repairit for Email to fix any corruption issues in your Outlook emails.

Frequently Asked Questions

Q: What can cause the “Outlook Windows Security Keeps Popping Up” issue?
A: The issue can be caused by Outlook settings, Windows updates or upgrades, and an inability to update your password.

Q: How can I stop the constant password popups in Outlook?
A: You can try disconnecting your Microsoft account from Office apps, resetting login settings, checking the credential settings, enabling the remember password feature, or configuring Outlook to use NTLM Authentication.

Q: What should I do if none of the solutions work for me?
A: If the problem persists, you can use repair tools like Wondershare’s Repairit for Email to fix any corruption issues in your Outlook emails.


Dealing with the “Outlook Windows Security Keeps Popping Up” issue can be frustrating, but the solutions mentioned above address the most common causes. By following the instructions specific to your device, you can prevent constant password popups from interfering with your work.

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If the problem persists, Wondershare Repairit for Email can be a valuable tool. It supports both Windows and Mac systems, as well as the PST and OST file formats, making it the go-to Outlook repair tool in the industry.