Can't send email thru VPN

My wife works for a company that uses a VPN. She has it on almost all day. After 4 days of having my new OSX server up and running, I found out that she can't send thru her VPN. She can when she is off the VPN and used to be able to when I had my SuSE Linux server (which I replaced with OSX server). Here's the log for when she sends an email:
Apr 16 19:49:21 server postfix/smtpd[10436]: 7E65241213: client=blah.time.com[64.0.0.243], sasl_method=CRAM-MD5, sasl_username=becki
Apr 16 19:49:22 server postfix/cleanup[10439]: 7E65241213: message-id=<[email protected]>
Apr 16 19:49:22 server postfix/qmgr[10422]: 7E65241213: from=<[email protected]>, size=6269, nrcpt=1 (queue active)
Apr 16 19:49:22 server postfix/smtpd[10436]: disconnect from blah.time.com[64.0.0.243]
Apr 16 19:49:41 server postfix/smtp[10440]: 7E65241213: to=<[email protected]>, relay=127.0.0.1[127.0.0.1], delay=20, status=sent (250 2.7.1 Ok, discarded, UBE, id=10303-02)
The part that gets be is why the message is being discarded??
When she uses squirrelmail, everything works fine. I can't find a setting to change the above.
Any help??
Thanks,
Tom

According to the logs, it is being discarded as Spam.
Could be because of her IP or how the mail is formatted.
Since she logs into your SMTP server to send mail, it would be best to set up a separate submission port and bypass the content filter for authenticated users.
See here: http://mac007.com/?Tips:AlternateSMTPPorts

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