Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people, just like you, are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
Solved

SMTP Relay Exchange 2010

Posted on 2014-01-06
4
810 Views
Last Modified: 2014-01-07
Hello Everyone,

I have an Exchange 2010 server setup and I installed a ShoreTel phone system yesterday. When it comes to the SMTP feature, I have receive connectors that have been working and we are not an open relay.

For example, the shoretel server smart host set to smtp.office365.com with basic authentication and TLS. If I send it to an email address associated with the O365 account it works to various email accounts except my domain.

Something must be blocking it. I see that the eml message is stuck in the "queue" folder under IIS.

Help please!
0
Comment
Question by:ryanbarnes86
  • 2
  • 2
4 Comments
 
LVL 53

Expert Comment

by:Will Szymkowski
ID: 39760290
Can you test and remove "authentication" add the IP of the shoretel to the list of servers and then test and see if this works? You could also create a New Receive Connector and do the same test.

Will.
0
 

Author Comment

by:ryanbarnes86
ID: 39760296
hey Will - Thanks for the reply. What kind of receive connector would that look like?
0
 
LVL 53

Accepted Solution

by:
Will Szymkowski earned 500 total points
ID: 39760385
Do the following...
- Open EMC
- Server Config>Hub Transport
- Create a New Receive Connector
- Create a Custom Connector
- Create a Name for the connector>click next
- specify the FQDN of the mail server
- Receive Mail from the following remote server (enter the IP of the shoretel server)
- Open the new receive connector>click Authentication Tab
- Make sure that TLS is enabled>click on the Permissions Tab
- Make sure that Anonyoums Users, Exchange Users and Exchange Servers are checked

Will.
0
 

Author Comment

by:ryanbarnes86
ID: 39763500
Thanks all who helped out. I already had the receive connector setup properly but here is what we ended up doing.

1.) In the ShoreTel Director system, removed the smart host fields.
2.) On the ShoreTel Windows Server (FTP, IIS, Application Server for ShoreTel), I went under IIS 6.0 and made it the relay. by doing the following:
Basic Authentication with credentials for Exchange 2010 with TLS
Unchecked the box under the "Advanced" section for "Delivery" that said send directly to host first.

That was the key... outside the other normal settings ShoreTel recommended. Darn ShoreTel.
0

Featured Post

VMware Disaster Recovery and Data Protection

In this expert guide, you’ll learn about the components of a Modern Data Center. You will use cases for the value-added capabilities of Veeam®, including combining backup and replication for VMware disaster recovery and using replication for data center migration.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

Learn to move / copy / export exchange contacts to iPhone without using any software. Also see the issues in configuration of exchange with iPhone to migrate contacts.
Find out what you should include to make the best professional email signature for your organization.
In this video we show how to create an Address List in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.: First we need to log into the Exchange Admin Center. Navigate to the Organization >> Ad…
how to add IIS SMTP to handle application/Scanner relays into office 365.

809 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question