How to Solve: Outlook Attachment Error “Operation Failed” in Windows 10

Outlook Attachment Error “Operation Failed” occurs when older versions of Outlook are used, Outlook is running in compatibility mode and there are problems with other internal Outlook components such as PST files. Basically, this error does not allow the user to attach files to emails in Outlook and instead displays an “Operation Failed” message.

This error message is very common and can occur due to various factors ranging from compatibility modes to internal software issues. If there are no restrictions from your system administrator (if you work in an organization), the problem can be resolved relatively quickly.

What causes an “Operation Failed” attachment error in Outlook?

Outlook in compatibility mode: In Outlook compatibility mode, some components may not work correctly. This may also be the cause.

The old version of Outlook: If you are using an old version of Microsoft Outlook, you are likely experiencing this problem. Make sure that the software is always up to date.

Improper installation of Office or Outlook: If the installation of Office or Outlook is incomplete, you will not be able to attach files successfully.

Conflicting applications: Conflicting applications such as antivirus/firewalls on your system can also cause many Outlook-related problems.

Conflicting Outlook add-ons or duplicate rules: If there are conflicting Outlook add-ons or improperly set rules, an error message will be displayed in the attachment.

Missing or corrupted .pst file: If the PST file is corrupt, you will also see an Outlook Operation failed of messaging interfaces error message.

How to repair the “Operation Failed Attachment” error in Outlook?

Create a new user profile

  1. Press the Windows + R key combination, type “Control Panel” in the “Open” field, and click OK.
  2. Click on Mail in the Control Panel.
  3. In the Mail Setup window that opens, click View Profiles.
  4. Click the Add button.
  5. Enter a profile name in the text box and click OK.
  6. Enter the required email account information in the Add Account window.
  7. Click Next to continue through the rest of the account setup wizard.

Make sure that Outlook is in compatibility mode

  1. Right-click the Outlook icon on the desktop or in File Explorer and select Properties.
  2. Select the Compatibility tab.
  3. Uncheck Run this program in compatibility mode if it is enabled.
  4. Select the Apply option.
  5. Click the OK button to close the window.

Starting Windows correctly

  1. Press the Windows + R key combination.
  2. Type “MSConfig” and click OK to open the system configuration utility.
  3. Click the Selective startup radio button and enable the Load system services and Use the original boot configuration options.
  4. Uncheck Load boot items.
  5. On the Services tab, click the Hide all Microsoft services option.
  6. Click the Disable All button to deselect third-party services.
  7. Click Apply and OK.
  8. In the dialog box that opens, select Restart.

Frequently Asked Questions

In general, a corrupted PST file is considered the root cause of most common Outlook error messages. Although Microsoft provides the Inbox Repair tool to repair a PST file, it may not work if the damage is severe.

Another known cause of this problem is a corrupted email profile. Therefore, you should try to create a new profile to fix the error. First, close Outlook and open the "Control Panel". After creating a new profile, you can try sending emails again.

  1. Check if Outlook is in compatibility mode.
  2. Update your outlook.
  3. Create a new user profile.
  4. Reboot Windows.
  5. Restore the Outlook data file with Scanpst.exe.

The operation failed. If a user with Full Access and Send As permissions for a mailbox edits a saved email and then tries to save it, they receive the following error message: Item cannot be saved in this folder. The folder has been deleted or moved, or you do not have permission.