SBS SMTP Connector

Posted on 2006-06-21
Medium Priority
Last Modified: 2011-02-28
Can someone direct me to a walk through for setting up an SMTP connector on a 2003 SBS? I have used the SBS wizard and still can't seem to get email to move off-site...either via DNS or via an SMTP connector to my hosting company's SMTP server.
I know that my hosting company requires SSL and related custom ports. There doesn't seem to be anywhere in the SMTP connector to configure these values.
How can I verify that the SMTP server I am trying to communicate is a "smart host".
Should I be trying to connect with the SMTP server of Bellsouth, my ISP, rather than my domain hosting company? I know that sometimes they prefer this. However I have no problem setting up the SMTP connection directly on the clients in Outlook.

The POP3 Connector to my domain hosting company is working fine.
Question by:ArkAdmin
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
LVL 13

Expert Comment

ID: 16951529

Here is a test that you can do for the outbound SMTP.  What you will need is the FQDN (or IP address) of the ISP (connectivity provider) SMTP server.

Open a command prompt window:
Type “Telnet FQDN 25” You must type in the name or IP of the ISP SMTP server in place of FQDN
Type "HELO FQDN" for example "HELO exchange.server.com"
Type "mail from: Mail@adresse.dk" use your own e-mail address
Type "rcpt to: Mail@modtager.dk" again your own e-mail address
Type "data"
Type "subject: "your subject" and press enter twice
Type your message and finish with "." then Enter
Finish with "Quit"

If you are allowed to relay mail through your ISP SMTP server, you will receive a mail from your self within the time it takes your server to collect POP3 mail.  Many ISP’s do not allow port 25 traffic out from their system and you will need to forward all mail to their SMTP server.

The other option is to give your ISP a call and ask them.

I walk through to set up the SMTP connector can be found at: http://support.microsoft.com/default.aspx?scid=kb;en-us;314961&sd=tech 


Assisted Solution

eke-the-electron earned 800 total points
ID: 16954214
Check in the Server Management Console Under

Exchange - Servers - "Your Server Name" - Queues

It will show you if the messages are stuck in the queue you can right click to find the messages stuck.
And it will tell you what the error is, something like " Could not connect to SMTP using any know protocals" or whatever it happens to be at the bottom of the screen.

You should look at the following articles:



Author Comment

ID: 16954676
itcoza, i was able to telnet to the mail server. everything works fine up to where i enter the "rcpt to:" command. it asks me to "please try again later"

not sure how to proceed along this line
Get real performance insights from real users

Key features:
- Total Pages Views and Load times
- Top Pages Viewed and Load Times
- Real Time Site Page Build Performance
- Users’ Browser and Platform Performance
- Geographic User Breakdown
- And more

LVL 74

Assisted Solution

by:Jeffrey Kane - TechSoEasy
Jeffrey Kane - TechSoEasy earned 400 total points
ID: 16955600
It's quite possible that your ISP is blocking port 25.  Check with them before making ANY additional changes to your server.

LVL 13

Expert Comment

ID: 16956026

What you need to do in this case is that you need to contact your ISP and find out if their SMTP server requires authentication for you to use it.  If your connection is a broadband connection, it is most often your access username and password.  Best to contact them and find out.  Many broadband providers prevent the sending of SMTP mail without some form of authentication due to the SPAM problem.


LVL 13

Expert Comment

ID: 16956038
Just as a matter of interest, did you attempt to make a telnet session to send mail to your hosting provider?  This should show you clearly if your Connectivity provider is blocking SMTP on the default port 25.


Author Comment

ID: 16959903
Here are the settings that my domain host requires. As I mentioned above, it is pretty easy to set this up through outlook on the individual clients, but there doesn't seem to be a place in the SBS SMTP connector to put this type of info.

Outgoing Mail Server: smtp.yourdomain.com (Please, replace yourdomain.com with your hosted domain name).
Authentication – Turn on Outgoing Server Authentication and use the username and password as specified in 2 and 3.
SMTP Port and Connection settings - you have two options:
·         Outgoing (SMTP) mail port: 465. You have to use SSL secured connection for the Outgoing mail server.

·         Outgoing (SMTP) mail port: 587. You have to use TLS secured connection for the Outgoing mail server.


Author Comment

ID: 16961161
Ok, so rather than using the SMTP server of my Domain Host with all the specialized ports, I am trying to use the SMTP server of Bellsouth, my ISP.

I have spoken with Bellsouth. They have created an MX record link for my company domain name. They tell me that this will guarantee that port 25 will not be blocked. I'm not sure if this will help or not but it makes sense.

Bellsouth normally blocks port 25 when a username and password is not provided. I don't see anywhere in the SBS SMTP connector to enter a username and password or to enable SMTP authentication. In Exchange, the SMTP connector is set up separately from the POP3 connector where the username and pwd is stored.

I am still not quite sure how to configure the SMTP connector. Do I just enter the Bellsouth SMTP server name as the "smarthost" and enter an "*" under the address space?
Should "Delivery Options" specify "Always Run"?
What should my ETRN, TURN settings be?

Thanks again.

LVL 13

Accepted Solution

itcoza earned 800 total points
ID: 16961880
Yip... that's it.  By entering in the "*" you indicate that the SMTP connector must fire for any domain.

Give it a go and let's see... don't forget to set you server as the bridgehead server.

Let me know how it goes.


Author Comment

ID: 16962057
ok, enough for now, i'm not up yet but i will start a new related question.
Thanks for everyone's help.

Featured Post

What does it mean to be "Always On"?

Is your cloud always on? With an Always On cloud you won't have to worry about downtime for maintenance or software application code updates, ensuring that your bottom line isn't affected.

Question has a verified solution.

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

In the event you manage a Small Business Server 2003, and you are audited for PCI compliance, there are several changes you must make in order to pass the audit. I can take no credit for discovering any of these fixes or workarounds, but there is no…
Introduction At 19:33 (UST) on Tuesday 21st September the long awaited email arrived with the subject title of “ANNOUNCING THE AVAILABILITY OF WINDOWS SBS 7 PREVIEW”.  It was time to drop whatever I was doing and dedicate as much bandwidth as possi…
Do you want to know how to make a graph with Microsoft Access? First, create a query with the data for the chart. Then make a blank form and add a chart control. This video also shows how to change what data is displayed on the graph as well as form…
Sometimes it takes a new vantage point, apart from our everyday security practices, to truly see our Active Directory (AD) vulnerabilities. We get used to implementing the same techniques and checking the same areas for a breach. This pattern can re…
Suggested Courses

801 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