?
Solved

Help troubleshooting TLS encryption on 2003sbs

Posted on 2011-04-27
5
Medium Priority
?
215 Views
Last Modified: 2012-05-11
Having trouble receiving TLS encrypted email at a clients.  The are required by a vendor to have TLS encrypted emails between servers.  I have done the following:

Created new secure smtp virtual server linked to a second IP address (created manually)
Created domain specific SMTP Connector linked to secure smtp VS
Followed instructions to turn on TLS

I can sent an email to their domain and it arrives encrypted.  When I receive an email from them it isn't encrypted.  I even set up a TLS enabled email address (at our office) to use for testing with same results.  I just don't see how the emails going to find the new SMTP VS since the firewall isn't forwarding any ports to it??  I am totally missing something here...help!
PS I found a post that spoke of an SMTP gateway??
0
Comment
Question by:SBSDan
  • 3
  • 2
5 Comments
 
LVL 44

Expert Comment

by:Amit
ID: 35479028
Vendor also need to enable TLS. You need TLS at both end.
0
 
LVL 44

Accepted Solution

by:
Amit earned 2000 total points
ID: 35479051
0
 

Author Comment

by:SBSDan
ID: 35479197
Yes they have it enabled as I also have another client who uses 2008sbs and that client is sending and receiving TLS with the same exact vendor.  The difference is that exchange 2007 has opertunistic TLS (did I say that right?) built right in, so it sets up without the second SMTP VS
0
 

Author Comment

by:SBSDan
ID: 35479216
I will go thru the Microsoft KB later tonight, I think I covered it all but I will dbl check...thanks
0
 

Author Comment

by:SBSDan
ID: 35480494
OK I did some testing on CheckTLS.com and it looks like the certificate is the only thing failing.  We purchased an SSL for mail.domain.com and hoping this will fix the problem.
0

Featured Post

NFR key for Veeam Agent for Linux

Veeam is happy to provide a free NFR license for one year.  It allows for the non‑production use and valid for five workstations and two servers. Veeam Agent for Linux is a simple backup tool for your Linux installations, both on‑premises and in the public cloud.

Question has a verified solution.

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

If something goes wrong with Exchange, your IT resources are in trouble.All Exchange server migration processes are not designed to be identical and though migrating email from on-premises Exchange mailbox to Cloud’s Office 365 is relatively simple…
There can be many situations demanding the conversion of Outlook OST files to PST format and as such, there is no shortage of automated tools to perform this conversion. However, what makes Stellar OST to PST converter stand above the rest? Let us e…
In this video we show how to create a mailbox database 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 Servers >> Data…
This video shows how to quickly and easily deploy an email signature for all users in Office 365 and prevent it from being added to replies and forwards. (the resulting signature is applied on the server level in Exchange Online) The email signat…
Suggested Courses

840 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