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The Remote SMTP Service Does Not Accept TLS Requests

Posted on 2010-08-18
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Last Modified: 2013-11-30
I have added an SSL certificate to my server to add TLS communication between me and another domain. I followed all of the steps in this document( http://www.networkworld.com/news/2007/011807-tls4.html ) and followed them well. I have created another SMTP connector for this domain using that document. The problem is now the emails are queued under Exchange system manager > First Admin Group > Servername > Queues. Under the name of the SMTP connector I get the message " The remote SMTP service does not accept TLS requests" It's at this point that I've hit a wall and cannot figure this out yet. The emails are being routed through the connector fine, just not going through to the host. Any help is greatly appreciated.
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Question by:FIFBA
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by:DrDave242
ID: 33469896
Are you sure the other domain's server is configured for TLS?  The error message seems to imply that it's not.
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Author Comment

by:FIFBA
ID: 33470474
It's a fairly large insurance company that is requiring us to use this so I would think so. I do agree that it would sound from that error message as it's not working on their end?
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by:DrDave242
ID: 33470873
Can you contact someone on that end to see if they require some sort of crazy configuration?
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Author Comment

by:FIFBA
ID: 33471918
The document they sent me and their ip's are all I have gotten. I've got an email into them, but I don't know how technical the guy will be. Is there any way to test tsl?
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Author Comment

by:FIFBA
ID: 33475919
Anyone else have any guidance on this? The company really needs to get emails through TLS to them and I am unsure where to turn at this point.
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FIFBA earned 0 total points
ID: 33481058
Turns out the problem was on our cisco asa. If someone else has this problem there are known issues to troubleshoot.
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