Attachments versus signature when sending to Outlook

Based upon my research, I imagine people will say the problem is on the Outlook end of things -- but I still want to know if there's a way to solve my "attachment vs. signature" problem better than the wonky workaround I've developed.
FYI: we're running Mac OS X 10.6.6, and therefore have Mail 4.4.
I recently switched a number of my users from Entourage to Mail. Now when they send messages with attachments to Outlook users (tested both Outlook 2003 and 2010), the images appear inline instead of as attachments. I've determined this is because they are sending in HTML or RTF format. Plain text makes the files show up as attachments on the other end -- however, it also converts their signature from body copy into a TXT attachment, even if there's no formatting at all in the signature.
So I'm left with two options right now:
1. Send in RTF or HTML format -- makes the signature show up right on the other end, but attachments appear embedded in the body. If you right-click on the image file and choose "save picture as", the save dialog box not only doesn't remember the original file name, but it also automatically defaults to BMP format, even if the original attachment was a JPG -- very bad!
2. Send in plain text -- makes the attachments show up as actual attachments on the other end, but even a plain-text signature is converted into an attachment, which looks pretty stupid.
The only solution I can find that works 100% of the time is a pain to do.
1. Write your message.
2. Select all the copy (including your signature) and cut.
3. Make sure the message is in plain text format (if it wasn't already).
4. Click in the now-empty body and paste -- this combines the message you wrote and your text signature into one chunk of text with no "signature" attached.
5. Click after the end of the message (also after the signature).
6. Attach your images.
7. Send.
I don't mind forcing my users to use plain text format all the time if it'll make attachments appear correct on the other end -- but having the signature converted into an attachment too is a hiccup I shouldn't have to also make them deal with. Does anyone know a better way around this?

Edit > Attachments > Always Insert Attachments at End of Message

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See this note and try Fix C:
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Attachments versus signature when sending to Outlook

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