Solved

Why can't I receive email after renewing my MS Exchange 2007 server SSL certificate?

Posted on 2015-01-15
11
46 Views
Last Modified: 2015-05-24
We renewed the SSL Certificate on our MS Exchange Server 2007.  Users using MS Exchange with MS Outlook 2007/2010 kept working fine.  Users using MS Outlook 2007/2010 with POP3 stopped receiving email.

We were forced to renew the certificate with new hash strength, from SHA1 to SHA2.

1.  We checked our firewall.  No changes made.

The only change was to replace the SSL certificate on the email server.  We verified that POP was assigned as a service to the certificate thumbprint.

Any thoughts?  SHA2 issue???

Luis Mendoza
(Net Admin)
0
Comment
Question by:Luis Mendoza
  • 7
  • 2
  • 2
11 Comments
 
LVL 29

Expert Comment

by:Sudeep Sharma
ID: 40551687
Which client are you using for POP3 download?

Did you tried Microsoft Remote Connectivity Analyzer for POP3 emails, is that reporting it fine?

Remote Connectivity Analyzer
https://testconnectivity.microsoft.com/

Thanks,
Sudeep
0
 
LVL 33

Expert Comment

by:Dave Howe
ID: 40551951
Could be an schannel version issue - what OS are you running outlook on?
0
 

Author Comment

by:Luis Mendoza
ID: 40551978
Sudeep,
  We are using MS Outlook 2007/2010 to download email.  We use webmail as well which works fine.  We are trying the analyzer now.

Any other ideas are welcome.  thanks,

Luis
0
 

Author Comment

by:Luis Mendoza
ID: 40551998
Dave,
  We are running MS Windows 7 32/64 bit, Pro and Ultimate.

thanks
Luis
0
 
LVL 33

Expert Comment

by:Dave Howe
ID: 40552008
That should be fine then. Win7/8 Schannel supports the newer protocol suites.
I would normally try wireshark next - capture an attempted login and see if there are any issues setting up TLS.
0
Control application downtime with dependency maps

Visualize the interdependencies between application components better with Applications Manager's automated application discovery and dependency mapping feature. Resolve performance issues faster by quickly isolating problematic components.

 
LVL 29

Expert Comment

by:Sudeep Sharma
ID: 40552010
Give a other email client like Thuderbird a try if that connects, so that we know that the issue is related to Outlook and not Exchange.

Thanks,
Sudeep
0
 

Author Comment

by:Luis Mendoza
ID: 40552023
1.  Will try Wireshark and see what it can tell us

2.  Will look into Thunderbird as well


thanks!
Luis
0
 

Author Comment

by:Luis Mendoza
ID: 40552116
By the way we are getting a general error on MS Outlook but here it is:

"Task "username" - Receiving' reported error (0x800CCC0F) : 'The connection to the server was interrupted.  If this problem continues, contact your server administrator or Internet service provider (ISP).'
0
 

Accepted Solution

by:
Luis Mendoza earned 0 total points
ID: 40628633
We resolved the issue of not passing POP by by creating a new SSL certificate request, resubmitting to the CA/certificate provider, and then re-importing the certificate into the mail server (also, assigned all the services that we wanted the certificate to support.).

This seem to have been a corrupted certificate.  However, we now have an issue with passing secure POP.  It does not seem to support passing secure POP.
0
 

Author Comment

by:Luis Mendoza
ID: 40785551
No objections
0
 

Author Closing Comment

by:Luis Mendoza
ID: 40793674
This resolved not being able to pass standard POP email, however did not allow us to pass encrypted email.  I am posting a separate question for that issue.
0

Featured Post

Control application downtime with dependency maps

Visualize the interdependencies between application components better with Applications Manager's automated application discovery and dependency mapping feature. Resolve performance issues faster by quickly isolating problematic components.

Question has a verified solution.

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

Suggested Solutions

Title # Comments Views Activity
PGP Decryption code using Bouncy Castle jars 11 139
How to verify the email addresses for email blast 6 66
Win 7 OS unable to install Win updates 3 135
Encryption of server 7 107
A high-level exploration of how our ever-increasing access to information has changed the way we do our jobs.
When the confidentiality and security of your data is a must, trust the highly encrypted cloud fax portfolio used by 12 million businesses worldwide, including nearly half of the Fortune 500.
This video Micro Tutorial explains how to clone a hard drive using a commercial software product for Windows systems called Casper from Future Systems Solutions (FSS). Cloning makes an exact, complete copy of one hard disk drive (HDD) onto another d…
In this video, we discuss why the need for additional vertical screen space has become more important in recent years, namely, due to the transition in the marketplace of 4x3 computer screens to 16x9 and 16x10 screens (so-called widescreen format). …

943 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

Need Help in Real-Time?

Connect with top rated Experts

1 Experts available now in Live!

Get 1:1 Help Now