How to prevent Outlook from blocking attachments?

1. Open the folder containing the attachment you will send, right click the attachment and select "Send to" > "Compressed (zipped) folder" from the right-clicking menu. See screenshot:

Now the selected attachment is zipped to a compressed folder.

2. Right click the compressed folder, and select "Send to" > "Mail recipient" from the right-clicking menu. See screenshot:

3. Now the compressed folder is attached in a new email. Please compose the new email and send it.

Quickly unblock unsafe attachments from Outlook emails

For example, others sent an EXE installation package to you via Outlook email. However, the EXE attachment is recognized as potentially unsafe file and blocked as below screenshot shown. Here, I'd like to recommend "Kutools for Outlook"'s "Safe Attachment Extensions" option for you, which can help you quickly unblock unsafe attachments with several clicks only.

If you have "Kutools for Outlook" installed, you can apply its "Auto compress all outing attachments" option to compress attachments automatically, so that recipients can get the zipped attachments normally.

1. Click "Kutools" > "Options". See screenshot:

2. In the opening Attachment Options dialog box, go to the "Compress" tab, check the "Automatically compress attachments before sending emails" option, and click the "OK" button. See screenshot:

From now on, all attached files in your outgoing emails will be compressed automatically.

3. And now attach the files which are likely to be blocked in recipients’ Outlook normally in your email, compose it and send.

1. Press the "Win" + "R" keys simultaneously to open the Run dialog box, type "regedit" into the "Open" box and click the "OK" button in the dialog box. See screenshot:

2. Now in the popping out User Account Control dialog box, please click the "Yes" button to go ahead.

3. In the opening Registry Editor window, please open the path:
Outlook 2016: HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\Security
Note: If you are using Outlook 2013, please replace 16.0 to 15.0; for Outlook 2010, replace 16.0 to 14.0; for Outlook 2007, replace to 12.0.

4. Right click the registry key of "Security", select "New" > "String Value" from the right-clicking menu, and then name it as "Level1Remove". See screenshot:

5. Right click the newly created string value, and select "Modify" from the right-clicking menu. See screenshot:

6. In the opening Edit String dialog box, type the file name extension of attachments which you will prevent Outlook from blocking into the "Value data" box, and click the "OK" button. See screenshot:
In our case, we need to prevent Outlook from blocking EXE file, therefore we type .exe into the "Value data" box.

7. Close the Registry Editor window, and restart your Outlook.

And from now on, you can view and download the specified type of attachments (EXE files) normally in your receiving emails.

"Kutools for Outlook" also provides a "Safe Attachment Extensions" option to help you easily prevent Outlook from blocking specified types of attachments.

1. Click "Kutools" > "Options".

2. In the Options dialog box, go to the "Others" tab, type the specified file name extension into the "Safe attachment Extensions" box, and click the "OK" button. See screenshot:

3. In the popping up Kutools for Outlook dialog box, click the "OK" button. Then restart your Outlook.
When you reopen Outlook, the blocked attachment will display normally in the email.

Get all attachments from archived emails in Outlook

Count the total number of attachments in selected emails in Outlook