SBS 2003 SMTP relay issues

Have a client that refuses to use anything but outlook through pop/smtp. When I run the tests the SMTP relays mail just fine, but I am local. The client always seems to have an issue with the mail. Even after it is set up and tested with everything working, later there always seems to be an issue. Is there something I am missing that will not allow the client to relay mail when traveling.

windshireAsked:
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cycle303Commented:
I would take a look at this and see where you stand.
http://www.amset.info/exchange/smtp-relaysecure.asp
Also, have you tried to have the client reinstall outlook?  I have had a number of issues with outlook over the years.  
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windshireAuthor Commented:
thanks, will do this as soon as I am finished with classes. Good practice showing there. Have to figure out a way to test it as if they are out of town. Like i said it works when I do it just does not when they do mainly when they are oout of town the issues really start.
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cycle303Commented:
BTW, some ISP's will block port 25 on their networks to prevent someone from spamming from within.  This may be another issue to check.
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Michael WorshamStaff Infrastructure ArchitectCommented:
I would also recommend running your site through DNS Report via www.dnsstuff.com. It can detect if there is an underlying problem with the mail server environment.
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windshireAuthor Commented:
thanks, will check all those suggested. I have not forgotten about you. /sigh another project just jumped ahead of this priority for a few days
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windshireAuthor Commented:
changed port authentication to a different port, works great now
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