Outlook 2011 Drafts Merging Together When Sent

We have kind of a crazy bug that is showing up in our environment specifically with Outlook 2011 users. We use Exchange 2010 sp3.
Sometimes when our users save multiple saved drafts in Outlook for Mac, and then later on send one of those drafts, their client will merge two drafts together and end up sending Draft B, with all of the content of Draft B, but to the recipients specified in Draft A. In this situation both drafts disappear completely , and as far as Exchange is concerned, only one email is submitted which is the strange merged version, which is then routed as you would normally expect it to be.
The other odd part of this bug is, when we later take a look at these merged messages, the headers look correct, as in the headers of Draft B show the originally intended recipients of that Draft B, and make no reference to the mistaken recipients that are 'borrowed' from Draft A. We obviously can't do any analysis of Draft A in these situations as Draft A disappears completely.
So if I have two emails in my drafts folder:
Draft 1:
To: Todd
Subject: Hey Todd
Body: Hey Todd
Draft 2:
To: Andy
Subject: Hey Andy
Body: Hey Andy
When I send the first draft in this example, I will end up sending an email to Todd, but it will be an email with the subject line, body and headers of the other draft originally addressed to Andy. The hybrid email will make its way into the "Sent Items", the other draft will disappear completely.
It's almost as if the client is combining these two drafts together and then submitting a merged copy to Exchange.
So far it has impacted around 14 people in our environment, all using Outlook for Mac and all using drafts. Other common factors seem to include time and travel, as in these drafts would be created while on a plane, and then sent when landed, or created a few days prior to being sent, or created offline, and then sent later when online.
Microsoft is aware of this and working with us to try and figure out what is going on here, but as it stands we have been unable to repro this in any kind of controlled environment, and I was hoping that someone else may have come across a similar issue?
Thanks!
Andy

Hi,
Do you have Cached mode enabled in Windows PC Outlook 2010? If so, please turn if off to see the result. To do this, open Outlook 2010, click File > Account Settings > Account Settings, double click your Exchange account, then clear the
Use Cached Exchange Mode check box.
Since this issue may also related to Outlook 2011, you can also post in the Outlook for Mac forum to see if there is any good suggestion:
http://answers.microsoft.com/en-us/mac/forum/macoutlook?tab=Threads
Regards,
Steve Fan
TechNet Community Support
It's recommended to download and install
Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
programs.

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Goldblum:
Thank you for your reply
This issue makes mail.app useless, do you have any recommendations?
Other client which are as good as the mail.app or would be nice to know what is forcing to convert body text to attachment? I could reduce beautiness of my email template by taking out header (jpg) or not using rich text. What exactly is forcing outlook to convert body to attxxxxx.htm file?
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I used entourage and same HTML template for email and have no problems. It is just so that entourage is as any other MS product "broken" out of the box but did good job and same message is not being converted to HTML attachment when it goes to outlook on PC. I will continue researching internet because it has to be solved. I can't send a message to client without comment to attached invoice. This is so not professional. I will play more with settings of mail.app to see what else can be done to avoid conversion.
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Entourage probably works well with Outlook because they're both MS products and MS is going to have somewhat similar looks to all their Office products... although there is quite a bit of difference between Entourage and Outlook.
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