Question about Outlook Express

I am having a problem where the files being received by my customers are not the same files that are being attached to the outgoing emails in the first place.  In case that doesn't make complete sense, let me try to list out the steps I am taking.

Using Microsoft Word:

I open my master quotation template (it is a Microsoft Word 97-2003 .doc file)

I click "Save As" and rename the file with the Project Name

I modify the wording/pricing on the template as needed

I click "Save"

I then open my internet browser (IE or Chrome; I've tried both with the same results)

I go to Outlook and create a New message

I choose "Insert > Files as Attachments" and browse through to find the .doc file that I saved with the Project Name

Here's where the problem turns up:

The person receiving my email is not receiving the Project quotation.

Instead, they are receiving my master quotation template.

Any ideas as to why this may be happening?  It does not happen every time.  But it does happen a large portion of the time.  I have taken extra care to make sure that I am clicking "Save" in Microsoft Word prior to attaching the Project quotation file to the email.  Even so, I am still having the same problem occurring here and there.  Please help!