Outlook continually prompts for your countersign when y'all attempt to connect to Function 365

Symptoms

When yous try to create an Outlook profile or connect to a Microsoft Office 365 mailbox, you're continually prompted for credentials while the customer displays a "trying to connect..." message. If you cancel the credentials prompt, you receive the post-obit error message:

The connection to Microsoft Commutation is unavailable. Outlook must be online or connected to complete this action.

Crusade

This outcome can occur if the Logon network security setting on the Security tab of the Microsoft Exchange dialog box is set up to a value other than Anonymous Authentication.

Screenshot of the Security tab of the Microsoft Exchange dialog box, checking if the Logon network security setting is set to Anonymous Authentication.

Resolution

Notation

Microsoft Outlook 2022 and some recent builds of Outlook 2013 are non afflicted by this event. Those versions have been updated to prevent the trouble that is described in the "Symptoms" section. These versions take the Logon network security setting disabled or removed from the Microsoft Exchange e-mail business relationship settings.

For newer versions of Outlook

Run a self-diagnostics tool

You may be an Office 365 customer who is experiencing the error that is described in the "Symptoms" section when you endeavor to connect to an Commutation Online mailbox. Yous may likewise already be running newer versions of Outlook 2013 or Outlook 2016. If both conditions are true, yous tin can run diagnostics to make up one's mind the effect that might cause the error. The diagnostics volition perform automated checks and provide possible solutions to set the detected issue. Select Diag: Outlook keeps asking for my countersign to launch the diagnostic.

If you are connecting to an Exchange On-Premises mailbox, come across the post-obit manufactures for additional troubleshooting:

  • Outlook prompts for password when Modern Authentication is enabled

Additionally, yous tin can view the following forum thread for common causes:

  • Why does Outlook keep prompting for password

For affected versions of Outlook

If you have an older version of Outlook, change the Logon network security setting to Anonymous Authentication to fix this issue. To do this, follow these steps:

  1. Exit Outlook.

  2. Open up Control Panel, and so do 1 of the post-obit:

    • In Windows x, Windows eight.1, or Windows 7, click Start, type control panel in the search box, and and so press Enter.
    • In Windows 8, swipe in from the correct side to open the charms, tap or click Search, and then type command panel in the search box. Or, blazon control panel at the Kickoff screen, and then tap or click Control Panel in the search results.
  3. In Control Panel, locate and double-click Mail.

  4. Click Testify Profiles, select your Outlook profile, and then click Properties.

  5. Click Email Accounts.

  6. Select your email account, and then click Change.

  7. In the Change Account dialog box, click More Settings.

  8. In the Microsoft Substitution dialog box, select the Security tab.

  9. On the Logon network security list, select Anonymous Authentication, and then click OK.

  10. Click Next, click Finish, and and then click Close on the Account Settings dialog box.

  11. Click Close on the Mail Setup dialog box, and and so click OK to close the Mail service control panel.

More data

To locate and view the registry setting for Anonymous Authentication in the Outlook profile, follow these steps.

Important

Modifying the Outlook profile past using the "Profiles" registry path is non supported and may crusade your Outlook profile to be in an unsupported state. Follow the steps in this department advisedly. Serious problems might occur if you change the registry incorrectly. Earlier you access it, back upward the registry for restoration in case problems occur.

  1. Open the Registry Editor.

    • In Windows ten, Windows viii.one, or Windows 8, printing the Windows logo key+R to open up the Run dialog box, type regedit.exe, and then click OK.
    • In Windows seven, click Start, type regedit in the Start Search box, and then printing Enter. If you're prompted for an administrator password or for confirmation, type the countersign, or click Allow.
  2. Locate the registry path appropriate for your version of Outlook:

    • For Outlook 2013

      HKEY_CURRENT_USER\Software\Microsoft\Office\xv.0\Outlook\Profiles

    • For Outlook 2010 and 2007

      HKEY_CURRENT_USER\Software\Microsoft\Windows NT\CurrentVersion\Windows Messaging Subsystem\Profiles

  3. Under this subkey, locate and expand the proper name of your Outlook contour.

  4. Under the contour, locate and expand the 9375CFF0413111d3B88A00104B2A6676 key.

  5. Under the 9375CFF0413111d3B88A00104B2A6676 key, y'all see a subkey for each account in your profile. Select the beginning subfolder (00000001), and so examine the data of the Account Name binary value by double-clicking the value. Repeat this procedure until you find the Account Proper noun value that includes your SMTP address. For example, the Account Name value points to guidopica@contoso.com under the \00000003 subkey.

  6. Under the \0000000x subkey, locate the Service UID binary value. It represents a GUID (for example, c3 d1 9a 7b 80 1b c4 4a 96 0a e5 b6 3b f9 7c 7e).

  7. Locate the subfolder in your profile that matches the GUID value identified in step 6 (for example, \c3d19a7b801bc44a960ae5b63bf97c7e).

  8. Under the subfolder that yous found in footstep 7, examine the 01023d0d binary value. Information technology represents a GUID (for example, 5f cf d5 f1 ba 5c 6f 45 b3 57 cc 5e 0d 16 94 58).

  9. Locate the subfolder in your contour that matches the GUID value identified in step 8 (for example, \5fcfd5f1ba5c6f45b357cc5e0d169458).

  10. Nether the subkey found in step 9, examine the value of the 00036619 binary value. This value determines whether Outlook is using Bearding Authentication.

    Binary: 00036619

    Data: 01 f0 00 80 == Bearding Hallmark

    Whatsoever other value represents an hallmark method other than Anonymous.

    Screenshot of the Security tab of the Microsoft Exchange dialog box, checking the value of the 00036619 binary value.