Go Premium for a chance to win a PS4. Enter to Win

x
?
Solved

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

Posted on 2015-01-15
11
Medium Priority
?
55 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 30

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
Put Machine Learning to Work--Protect Your Clients

Machine learning means Smarter Cybersecurity™ Solutions.
As technology continues to advance, managing and analyzing massive data sets just can’t be accomplished by humans alone. It requires huge amounts of memory and storage, as well as high-speed processing of the cloud.

 

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
 
LVL 30

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

Free Tool: Site Down Detector

Helpful to verify reports of your own downtime, or to double check a downed website you are trying to access.

One of a set of tools we are providing to everyone as a way of saying thank you for being a part of the community.

Question has a verified solution.

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

Encryption for Business Encryption (https://en.wikipedia.org/wiki/Encryption) ensures the safety of our data when sending emails. In most cases, to read an encrypted email you must enter a secret key that will enable you to decrypt the email. T…
Businesses who process credit card payments have to adhere to PCI Compliance standards. Here’s why that’s important.
Windows 8 comes with a dramatically different user interface known as Metro. Notably missing from the new interface is a Start button and Start Menu. Many users do not like it, much preferring the interface of earlier versions — Windows 7, Windows X…
With the advent of Windows 10, Microsoft is pushing a Get Windows 10 icon into the notification area (system tray) of qualifying computers. There are many reasons for wanting to remove this icon. This two-part Experts Exchange video Micro Tutorial s…
Suggested Courses

916 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