Mail Sends but never Received

OK my SL mail server can receive mail without an issue.
When I send mail using my server account - either directly from my server or relayed through Gmail - it gets sent - at least Mail.app gives me the woosh sound and no error, but the mail never gets to the recipient.
I've tested the appropriate ports and they are all open.
Any thoughts would be appreciated.

Thanks Alex
Here's the SMTP log from the moment I sent an email.
Apr 25 12:52:04 server postfix/smtpd[77894]: connect from 99-38-228-89.lightspeed.miamfl.sbcglobal.net[99.38.228.89]
Apr 25 12:52:04 server postfix/smtpd[77894]: 990123B98C2: client=99-38-228-89.lightspeed.miamfl.sbcglobal.net[99.38.228.89], sasl_method=CRAM-MD5, sasl_username=david
Apr 25 12:52:04 server postfix/cleanup[78522]: 990123B98C2: message-id=<[email protected]>
Apr 25 12:52:04 server postfix/qmgr[8506]: 990123B98C2: from=<[email protected]>, size=608, nrcpt=1 (queue active)
Apr 25 12:52:35 server postfix/smtp[78146]: connect to gmail-smtp-in.l.google.com[209.85.211.49]:25: Operation timed out
Nor sure what everything means, but the timed out doesn't look good?
The timed out message repeats several times per second as follows:
Apr 25 12:55:32 server postfix/smtp[78912]: connect to alt2.aspmx.l.google.com[209.85.229.27]:25: Operation timed out
Thanks for any input or insight.
David

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