Outlook Attachment Error – The operation attempt failed


Outlook is one of the premium and most integral parts of the Microsoft Office suite. It provides a plethora of utilities and offers several services such as webmail (its most popular service), contact management, and calendar. Outlook email services are widely used by people and several of them reported an error that says “Operation attempt failed‘by attaching a media file to an outgoing e-mail. If you are one of those people, this article is for you.

Outlook Attachment Error – The operation attempt failed

If, when you try to attach a file to your email, Outlook displays an error message Operation attempt failed then one of these fixes is sure to help:

  1. Update Outlook
  2. Run Outlook in normal mode (non-compatibility)
  3. Disable auto-save in Outlook
  4. Open Outlook in Safe Mode
  5. Change the text format of your email
  6. Repair Microsoft Office Suite
  7. Enable Cached Exchange Mode

1]Update Outlook

Fix Operation Failure, Error 0x80004005 in Outlook

Before making any changes to Outlook, it is best to make sure that you are running the most recent version of the app, and if not, update it. Microsoft deploys Outlook updates quite frequently, and the bug you are facing may have been fixed in one of them.

You can check for updates by clicking Files in the upper left corner of the screen> Office account> Update options.

After updating, restart to see if the issue has been resolved.

2]Run Outlook in Normal mode (non-compatibility)

Here’s how to turn off Compatibility Mode if Outlook is running on your PC under it.

  • Click on the application icon on your desktop and select Properties
  • In the tabs at the top, click on Compatibility
  • In the Compatibility box, clear the Run this program as administrator check box and apply these settings.

The settings have now been applied, so Outlook is running in normal mode.

3]Disable auto-save in Outlook

  • Open Outlook and click on File
  • Then select Options from the left pane menu.
  • Click on the Mail tab and scroll to ‘Automatically save items that have not been sent after:‘. Uncheck this box and save these settings.

4]Open Outlook in safe mode

Outlook comes with a built-in Safe Mode that helps it run without preinstalled add-ins that are used to automate tasks. These add-ins may be the cause here, so if you try to run Outlook without them, you might be able to get rid of this problem.

Close Outlook on your PC and open the Run dialog box by pressing the Windows key combination and “R”. In space, copy and paste ‘Outlook.exe / safe‘.

If Outlook works fine in Safe Mode, then one of our add-ins is causing your problems.

Proceed with disabling add-ins one by one and see. Click on File and then select Options to do so. In the options tab on your left, click Add-ins.

At the bottom of the area is an option to manage these add-ins, next to which is a drop-down list. This drop-down list lists all active Outlook add-ins. Select each one by one and turn them off.

Once done, try the process again and check if the files are attachments still don’t go through properly.

Related: Outlook could not start last time; Do you want to start in safe mode?

5]Change the text format of your e-mail

The problem here may lie in the format of the email, in which case you can try changing it. The default format is HTML, so maybe your HTML permissions don’t match attachments. Here’s how you can change it:

Open Outlook and among the drafts (since the email did not go through), select the one in which you encountered the problem. Now in the tab ribbon at the top click on Format Text. This will allow you to change the format of the text of the mail.

Change it from HTML to Rich Text and save these settings. Close the draft and return to HTML by following the same steps. It may help you resolve the issue in question.

6]Repair the Microsoft Office suite

If none of the fixes mentioned above worked for you, then it’s time to try repairing the Office suite as well.

Open the Run command and type “appwiz.cpl”. If you are not comfortable with this, you can also access this page through the control panel.

Copy Paste does not work in PowerPoint

In the app maze, search for Microsoft Office or Outlook. Right click when found and select Edit. Click on Quick Repair and then select Repair.

If Quick Repair does not fix the problem for you, you can also try the online repair.

7]Enable cached exchange mode

Finally, you can try to enable cached mode. Click File, and in the Account Settings drop-down list, click Account Settings.

Select the email ID you are using and click Edit. This will open the Exchange account settings. Here, click on More Settings. A small dialog box will appear with three tabs at the top. Click on Advanced. Select the Use cached mode check box and save the settings.

Restart Outlook and check if the problem persists.

We hope that one of the above solutions can help you solve the problem and you can easily send emails through Outlook.

Operation attempt failed - Outlook attachment error


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