Outlook attachments not sent but attached in my sent items.

J

Jim

Outlook 2003, SP2, XP SP2, all updates applied.

Quickbooks automatically generates emails with pdf invoices attached
and sends them. After they are sent they appear in my "sent" items
with the correct attachment. I can open the attachment and view it.

Unfortunately the receiver doesn't get any attachment. Not even
a .dat. This happens in about 30% of cases.

If I go to the sent item and forward it to the same recipient the
attachment is now attached. From this I figure that the receivers
virus scanning or similar isn't responsible. It must be when the email
is generated by quickbooks and sent.

Quicken refuse to take any responsibility as the attachment is
correctly in the sent item. I tend to agree that it's a Microsoft
problem as outlook shows the attachment as correctly sent and it
isn't. I tend to think that it occurs when outlook shows the message
"a program is trying to send an email on your behalf Allow / Cancel".

any ideas??
 
F

F. H. Muffman

Jim said:
Outlook 2003, SP2, XP SP2, all updates applied.

Quickbooks automatically generates emails with pdf invoices attached
and sends them. After they are sent they appear in my "sent" items
with the correct attachment. I can open the attachment and view it.

Unfortunately the receiver doesn't get any attachment. Not even
a .dat. This happens in about 30% of cases.

If I go to the sent item and forward it to the same recipient the
attachment is now attached. From this I figure that the receivers
virus scanning or similar isn't responsible. It must be when the email
is generated by quickbooks and sent.

Quicken refuse to take any responsibility as the attachment is
correctly in the sent item. I tend to agree that it's a Microsoft
problem as outlook shows the attachment as correctly sent and it
isn't. I tend to think that it occurs when outlook shows the message
"a program is trying to send an email on your behalf Allow / Cancel".


If the attachment is there in the Sent Item, then, likely, it was sent. I
don't think it's a Quicken issue any more than I'd think it's a Microsoft
issue.

Does Quicken give you the ability to BCC an address on every message it
sends? Or to CC? If it does, I'd look at setting that up and sending it to
a Gmail or Hotmail account and checking to see if, the next time you get a
complaint, if the attachment is in your copy.
 
J

Jim

There's no CC facility in Quickbooks.

I know this sounds odd but I don't think the attachments are sent. Too
many are arriving without attachments.

If I forward the exact same "sent" item to the same recipient then it
does go through. This means the attachment is not being stripped at
the receivers end.
 
B

Brian Tillman

Jim said:
Outlook 2003, SP2, XP SP2, all updates applied.

Quickbooks automatically generates emails with pdf invoices attached
and sends them. After they are sent they appear in my "sent" items
with the correct attachment. I can open the attachment and view it.

Unfortunately the receiver doesn't get any attachment. Not even
a .dat. This happens in about 30% of cases.

I suspect it's a difference between Rich Text format and HTML or Plain Text
and the mail client the recipients use. What you describe is exactly what I
would expect if your Outlook is sending a Rich Text message and the
recipient is not using Outlook.
If I go to the sent item and forward it to the same recipient the
attachment is now attached. From this I figure that the receivers
virus scanning or similar isn't responsible. It must be when the email
is generated by quickbooks and sent.

I would expect this as well. The message format for automated messages sent
via a program can be different from what you've chosen within the Outlook
GUI.
 
J

Jim

I did a File->Properties on both the original and the forwarded
emails. Both showed Type: Message (Plain Text). Is there any other way
to check your theory or to fix it?

I've changed the compose to "Plain Text" and deselected "Use Word 2003
to edit email messages". I'll see if this changes things.
 
F

F. H. Muffman

Jim said:
I did a File->Properties on both the original and the forwarded
emails. Both showed Type: Message (Plain Text). Is there any other way
to check your theory or to fix it?

I've changed the compose to "Plain Text" and deselected "Use Word 2003
to edit email messages". I'll see if this changes things.


Have someone look at the source of the message they received and see if
there's an attachment there in ascii encoded form.
 
J

Jim

I've changed the compose to "Plain Text" and deselected "Use Word 2003
to edit email messages". I'll see if this changes things.

This made no difference. Also the recipient didn't have the attachment
encoded as ASCII.

Stuck again.
 

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