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Exchange 2003 SMTP Authentication Problem with Outlook 2003

Posted on 2007-11-28
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Alright here is the setup. Windows 2003 Server Standard SP2, Exchange 2003 SP2. Server is hosted at a dedicated server host provider. Its a single server set up so it is the DC and the Exchange Server. Got everything all set up, OWA works, and I can get Outlook working with it using pop3 setup as long as I dont have it authenticate for SMTP. if I check the little box where it says server requires authentication, use same settings as POP3 it just keeps asking me for my user name and pass over and over and wont actually accept them. However if I set it to do SMTP with annonymous settings it works just fine. This is a problem as i dont want my server to be able to do open relay. Unfortunately I can't lock it down till I can figure out why I cant authenticate. What steps do I need to do in exchange to make this work. Bonus points if you can walk me through getting it set up to use SSL but thats not a must.
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Question by:dimorphios
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by:JimboEfx
ID: 20372301
Is there a particular reason why you are not setting up outlook to use native MAPI to connect directly to your exchange server?
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by:dimorphios
ID: 20372344
native? as in on the same network? probably because Im not on the same network. server is hosted at a dedicated hosting provider, all email access will occur remotely. If you want to take the time to teach me how to set up RDC over HTTP(s) I'm all for that... but baring that POP3 is the route I'm going.
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JimboEfx earned 1500 total points
ID: 20372457
RPC over HTTP is more elegent. And at least your mail stays on exchange.

Sembee wrote a pretty comprehensive guide.

http://www.amset.info/exchange/rpc-http.asp

or here:

http://www.msexchange.org/tutorials/Outlook_2003_Connect_Exchange_2003.html

and here is a kb from an exchange hosting service:

http://www.intermedia.net/support/kb/default.asp?id=958

Others are available but read that first.

It may be problematic however if you are on a disconnected network for the inital account creation - and the problem of authentication, though i suppose you may get prompted for credentials.
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