Unable to send encrypted emails to recipients with valid, trusted certs

I'm trying to send an encrypted email to a recipient for whom I have a valid, trusted cert. When I view his cert in Keychain, it gets a green check mark for being valid. Under Trust, I have "Always Trust" selected for "Secure Mime (S/MIME)" and "X.509 Basic Policy". All the certs in the chain are in place and trusted with these same settings.
Signed emails from this user get a black check mark in the Security field of the Mail message viewer. I can also click the lock closed when writing the email. However, when I click Send, I get an error that "An error occurred while trying to encrypt your message. Verify that you have valid certificates in the keychain for all of the recipients."
I have the cert for the user plus the others in the trust chain in my login keychain as described above. I have a DoD ECA certificate, but this happens with non-ECA recipients. I'm unable to get the lock to close with ECA recipients or even get Mail to show that signatures from users with ECA certificates are valid.
Any help would be greatly appreciated!
Thanks,
Andreas

You said you were closing the lock on the certificate, or public key, which I've never had to to to send or receive encrypted email.
There are encryption and signature icons that appear under the Subject field in the compose message window. Both of them default to On when I enter the name of someone for whom I have an ECA cert. If the person has a CAC cert, then the Lock icon appears open and I can't close it.
However, the error message you're getting suggests that maybe all your recipients haven't provided their public key to you so that you can encrypt email to them.
This ties into my comment about everything working fine in Vista/Outlook: I'm using the exact same certs and can send everyone encrypted email
Thanks,
Andreas

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