troubleshooting Question

IIS 6.0 with SSL issue on a vmware box.

Avatar of onlinerack
onlinerackFlag for United States of America asked on
Microsoft IIS Web Server
2 Comments1 Solution546 ViewsLast Modified:
I have a very weird problem,
I have a windows VMWare box (host is win2003 OS)
it has a few guest 2003 servers running.

the host OS does not have IIS installed its IP is
one of the guest 2003 servers (IP has IIS.
I issued temp SSL from the IIS console with the setting for all unassigned and get a trusted root SSL installed on it. Now when I got to the server by IP address, I get a warning that it is not matching the domain, however I see the right trusted SSL installed. however, if I go to the server with the FQDN, I see a warning message that it does not match the name and the certificate is showing that it was issued by the temp SSL from IP which is the ip of the host OS not the guest.
I deleted the certificate and set the website on IIS to have as the IP of the website and created the SSL and got the trusted certificate reissued from the new CSR but it is still showing cerificate issued from the and I cannot clear it.

it is driving me crazy. I went through the MMC for the installed certificate on the guest OS and did not see it there..... have you seen this before.

what is driving me nut is how it picked up the IP of the host OS and not the guest and why it is not clearing out when I clear the SSL completely from teh website setting, it still listens on port 443
Join the community to see this answer!
Join our exclusive community to see this answer & millions of others.
Unlock 1 Answer and 2 Comments.
Join the Community
Learn from the best

Network and collaborate with thousands of CTOs, CISOs, and IT Pros rooting for you and your success.

Andrew Hancock - VMware vExpert
See if this solution works for you by signing up for a 7 day free trial.
Unlock 1 Answer and 2 Comments.
Try for 7 days

”The time we save is the biggest benefit of E-E to our team. What could take multiple guys 2 hours or more each to find is accessed in around 15 minutes on Experts Exchange.

-Mike Kapnisakis, Warner Bros