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Do not always ask before opening this type of file

When I double click on an attachment, I’m being asked whether I would like to open or save the file. I would like to open it but I don’t want to answer this question again.

There is an option which says “Always ask before opening this type of file” which I want to turn off but I can’t since it is greyed out.

How can I enable this checkbox and get rid of the prompt when opening my attachment?

Ask Before Opening Attachment? buttonSince that option is a system wide change and not limited to the logged on user, you must perform this action with Administrator rights.

As Outlook runs with user-level permissions by default, even when logged on as an administrator, you must explicitly run Outlook as an administrator to change the option.

Disabled option: Always ask before opening this type of file.
This option cannot be disabled with standard user privileges.

Note: This setting is per file type. So disabling it for zip-files will not disable it for htm-files. You’ll have to repeat the below process of each file extension you don’t want to be prompted again for.

Start Outlook as an administrator – Method 1

Outlook - Run As Administrator buttonA quick way to start any application as an administrator in Windows 7 and later is to hold the CTRL+SHIFT button while launching the application.

  1. Close Outlook.
  2. Hold CTRL+SHIFT while clicking on the Outlook icon.
  3. Accept the User Account Control (UAC) security prompt and provide administrator credentials when prompted.
  4. Open the attachment and untick the “Always ask…” box.
  5. Close Outlook and start it normally.

User Account Control - Outlook
After opening Outlook as an administrator…

Enabled option: Always ask before opening this type of file.
…you can disable the option when opening the attachment.

Starting Outlook as an administrator – Method 2

Another way to start Outlook as an administrator is to right click on its shortcut and select “Run as administrator” from the menu that pops-up.

Unfortunately, this method isn’t very consistent and it depends on your version of Windows and where the shortcut for your application is located whether or not you’ll directly see the option.

Some exceptions are:

  • Taskbar Windows 7, Windows 8 and Windows 10
    Hold SHIFT while right clicking on the Outlook icon.
  • Taskbar Windows 7, Windows 8 and Windows 10
    Right click on the Outlook icon and then right click on the Outlook icon that is shown in the pop-up that you triggered with your first right click.
  • Windows 10 Start Menu
    Right click on the Outlook icon and choose: More

Now when you open the attachment you can deselect the option “Always ask before opening this type of file”.

Restart Outlook to have it run safely in user mode again.

Run as Administrator
Starting Outlook as an Administrator on Windows 7