Outlook’s Web App Can’t Download Attachments

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Outlook Web App generally stops downloading attachments due to browser compatibility issues, low bandwidth, conflicts between cache, cookies and user data, security software restrictions, ISP network restrictions, unsupported attachment extension and other web browser issues.

Before continuing troubleshooting, check whether the problem is an OWA problem or server-related. Then try accessing the Outlook Web App from another system on another network. If the problem persists, it is most likely an error in Outlook Web App and you should contact your IT administrator or Microsoft. Also, log out and re-enter your Outlook password to log back in.

This is the cause of this error:

This problem occurs when Outlook Web App blocks the attachment. By default, Outlook Web App blocks attachments with the following filename extensions :

.vsmacros, .msh2xml, .msh1xml, .ps2xml, .ps1xml, .mshxml, .gadget, .mhtml, .psc2, .psc1, .msh2,.msh1, .aspx, .xml, .wsh, .wsf, .wsc, .vsw, .vst, .vss, .vbs, .vbe, .url, .tmp, .shs, .shb, .sct,.scr, .scf, .reg, .pst, .ps2, .ps1, .prg, .prf, .plg, .pif, .pcd, .ops, .mst, .msp, .msi, .msh,.msc, .mht, .mdz, .mdw, .mdt, .mde, .mdb, .mda, .maw, .mav, .mau, .mat, .mas, .mar, .maq, .mam,.mag, .maf, .mad, .lnk, .ksh, .jse, .its, .isp, .ins, .inf, .htc, .hta, .hlp, .fxp, .exe, .der,.csh, .crt, .cpl, .com, .cmd, .chm, .cer, .bat, .bas, .asx, .asp, .app, .adp, .ade, .ws, .vb, .js

Using the Registry Editor

registry editor - Another installation is in progress in Windows 10

HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\window\Current Version\Internet Settings

Add the following register value :

  • “BypassSSLNoCacheCheck”=Dword:00000001

For HTTP connections, add the following registry value:

  • “BypassHTTPNoCacheCheck”=Dword:00000001

Configure ‘Prevent users from downloading attachments’ via PowerShell

Connect PowerShell to your tenant Office 365 Exchange Online and run the following command

Get-OwaMailboxPolicy OwaPreventAttachmentsDownload | fl

This will give us a lot of information, but the 2 lines that interest us are

  • Direct access to files on public computers: True
  • Direct access to files on a private computer: True

Now, to define the strategy that prevents the download of attachments, execute the following command:

Set-OwaMailboxPolicy -Identity OwaPreventAttachmentsDownload -DirectFileAccessOnPrivateComputersEnabled $false -DirectFileAccessOnPublicComputersEnabled $false

You should see the same behavior by being able to see a single attachment.

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Put the sender on the white list

  • Open the Outlook Web application
  • Click on the gear symbol
  • Select options
  • Click on Filters and Reports
  • Select Show attachments, images and links for reputable senders
  • Save changes
  • This method works very well if you receive e-mails from reputable senders.

See what types of files are sent by OWA

By default, Outlook Web App blocks attachments that have a variety of extensions.

To work around this problem, there are two alternatives you can try:

  • Compress the attachment
  • This also inadvertently changes the extension
  • Rename the attachment before sending and add the extension after downloading.
  • Note that both of these work for both the Outlook Web App and the client.

Saving attachments to OneDrive

With the Outlook Web App, you can save attachments that you receive in an e-mail directly to OneDrive for Business. When you save files to OneDrive in Outlook Web App, these files are added to a folder called Email Attachments in OneDrive for Business. If you cannot download attachments in Outlook Web App, “Save to OneDrive” might solve the problem.


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