Encryption emails leaving local Exchange 2003 are blank

I inherited a network with Exchange 2003 where the client is trying to get email encryption going with the outside.  They have email certs and the certs work for digitally signing emails, whether they send to internal or external recipients, and for
digitally encrypting emails when they send to internal recipients only.
However, when we send an encrypted email to an external address, the body is blank, the email does not appear to be encrypted, and it shows that there is an attachment (smime.p7m) which, I believe, is the encrypted content.  These same recipients work
with encrypted emails all of the time, so it is not them.
Any help you can provide would be enormously appreciated - I am new to Exchange administration and it doesn't seem like the previous tech was too good at it, either.
Thank you!

If the size of the message about what you'd expect it to be when it's sent from your organization?
If ESMTP is used to send the message, and the SIZE keyword is present on the MAIL FROM command, you can find that information in your SMTP protocol log. You can also use a network monitor (e.g. Wireshark) to capture the session and reconstitute the
message to have a look at it -- if it's not being sent using an encrypted session.
You may be falling afoul of the old "message sent in RTF" problem. Try sending the message in plain text or HTML and see if the results are different.
--- Rich Matheisen MCSE&I, Exchange MVP

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