Gmail account in Outlook - missing attachments

Question

Hi! Did anybody had issues with attachments when you connect private domain email account or gmail to Outlook client? We have a problem where Outlook somehow deletes attachments and delivers email but only in cases where private domain email account is connected to Outlook client or gmail (I've tested it with gmail, probably with yahoo or aol is the same). On the gmail side the attachment is visible and also on the webmail side of private email account is visible. On the smartphone side native samsung email client with private domain email account the attachment is also visible. The antivirus was checked, the email filters was checked, safe senders list in Outlook was checked, ISP sode was checked, email provider for private domain was checked and everything is fine at that side. Also when I connect gmail account to Outlook for smartphone the attachment is visible. The attachment format tested was .pdf, .txt, .zip and the result was the same - no attachment. When I compared the size of the emails it is clearly visible that the attachment is missing and also when you analyze the headers the part with attachment ia missing. The problem only occurs when the attachment is created in BI Publisher not with regular emails. I am going to inspect also the attachment, maybe there is something on that side but I am suspicious with that because the attachment is delivered when using .microsoft domain with Outlook client. Also there are no addins - I've checked the completly Outlook side aswell.

If someone had similar problems or has any clues I would be thankful!

Best regards!

Answer 1

Hello!

We managed to solve our problem. If anyone will have or already has similar problem the solution is in the message encoding. It should be set to multipart/mixed . We had this setting set to multipart/alternative. You can see this in message header:

MIME-Version: 1.0
Content-Type: multipart/alternative;

Best regards!

Answer 2

Hi @GK-6729,

What's the version of your Outlook? (File > Office Account > About Outlook). Please make sure you have upgraded your Outlook to the latest version.

The problem only occurs when the attachment is created in BI Publisher not with regular emails.

According to your description, seems that the key of your issue might be here. Please kindly forgive me not know much about the "BI Publisher" you mentioned here.

So, how did you create new email message and add the specific attachment? Via Outlook desktop client, "New Email" and "Attach File" to select the specific attachment file made from BI Publisher? Or those operations are all finished in your BI Publisher?

Any update, please feel free to post back.

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Answer 3

Hello!
The Outlook version is

The attachment is created from our internal application that uses BI Publisher to do that - so the attachment is created inside the application not Outlook. What is interesting is that we received attachment in our gmail account (also aol, yahoo) but and also we received it on our domain email address with Outlook client. The problem is presistent when using gmail account in Outlook and also other private domains with Outlook as far we can tell because our clients are contacting us that they did not receive attachment. We managed to check it with one of our clients that uses cPanel services as email provider and we were convinced that the attachment is visible on their webmail side and also on smartphone with Samsung native email client but when used Outlook email client on the computer the attachment is missing. Also Outlook was completly checked and AV disabled but nothing helped. Thank you!

Best regards!