HomeFixesHow to Fix Outlook Operation Failed Attachment Error when Sending Emails

How to Fix Outlook Operation Failed Attachment Error when Sending Emails

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Sending out a file or document to someone online is easily done when you attached it to an email message. However, some users complained that they receive the “Operation Failed” attachment error message on Microsoft Outlook. They cannot attach any file to new email messages or when replaying to someone with attachments on Windows 10 computer. Some users encounter the error when opening an email sent to them that contains Microsoft Word document attachment.

There are several causes of the Outlook Operation Failed attachment error. You may have an outdated version of the Microsoft Outlook email client. There may be corrupted files or conflicting applications in the background. If you encounter an error like this, you can check out the repair methods below to know how to troubleshoot and fix it.

How to Repair Operation Failed Attachment Error on Microsoft Outlook

How-to-Repair-Operation-Failed-Attachment-Error-on-Microsoft-Outlook

The solutions below depend on the factor that causes the problem and your Microsoft Outlook client version. If you are unsure of the reason for the problem, you may follow each method one at a time and see if it works for you. This guide applies to MS Outlook 2016, 2013, 2010, 2019, and Outlook for Office 365 on Windows 10 PC.

Method #1 – Disable AutoSave on Outlook

  • On your Microsoft Outlook, click File.
  • Go to Options.
  • Select Mail.
  • Look for the option Automatically Save Items that have not been sent after this many minutes.
  • Uncheck the box.
  • Restart your Microsoft Outlook.

Method #2 – Uncheck Compatibility Mode in Microsoft Outlook

Disable-Compatibility-Mode-in-Microsoft-Outlook

If your Microsoft Outlook is running on Compatibility Mode, you can change it to the Normal Mode.

  • On your desktop, right-click on the Outlook icon.
  • Click Properties.
  • Go to the Compatibility tab.
  • Look for the option Run this program in compatibility mode.
  • If there is a check on the box, uncheck it.
  • Click Apply.
  • Click OK.

Method #3 – Disable Your Antivirus Software

If you are using antivirus software, you can try disabling the application first. Then, see if it fixes the error in your Microsoft Outlook.

Method #4 – Update Your Microsoft Outlook App

  • Click File on your Microsoft Outlook.
  • Go to Office Account.
  • Look for Update Options and click it.
  • Click Update Now.
  • Restart your Outlook.

Method #5 – Repair Microsoft Office Suite or Outlook

Repair-Microsoft-Office-Suite-or-Outlook
  • Press Windows key + R to open the Run dialog box.
  • Type appwiz.cpl and hit Enter.
  • Look for Microsoft Office or Outlook.
  • Right-click on the icon or name.
  • Click Change.
  • Click Yes.
  • First, select Quick Repair.
  • Click OK.
  • Click Repair.
  • Click Continue.
  • After the process is complete, restart your computer.
  • If it does not fix the error, you might want to try it again but this time, select Online Repair instead of Quick Repair.

Method #6 – Enable Cached Exchange Mode

Enable-Cached-Exchange-Mode-in-Settings
  • Click File on your Microsoft Outlook.
  • Go to Account Settings.
  • Select Account Settings again.
  • Navigate to the Email tab.
  • Click your account.
  • Select Change.
  • Look for the Exchange account settings.
  • Click the More Settings button.
  • Go to the Advanced tab.
  • Look for the Use Cached Exchange Mode.
  • First, disable it. Then, enable it back.
  • Restart your Outlook.

Which of the methods above worked for you? You can tell us your thoughts down in the comments section below.

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