troubleshooting Question

Windows IIS will not run SSL secured pages

Avatar of Bill Herde
Bill HerdeFlag for United States of America asked on
* iis7Windows OSWindows Server 2008
1 Comment1 Solution70 ViewsLast Modified:
An adventure into the land of bizarro.
The web server is a Windows 2008 with IIS7.  It sits in a DMZ with the usual NAT set up to translate internal/public IPs.  There are 6 portal pages running here, all are SSL secured.  If one tries to access on port 80, it is redirected to the public IP on port 443. Only ports 80 and 443 are open at the firewall.  This has been in place and operating since 2008 was the 'new' thing from MSFT.
Today, half of the portals stopped responding.  All the addresses will ping from inside the DMZ, and opening icmp on the firewall lets them ping from outside. I opened up wireshark on the host server to see what was going about, and as soon as I started the capture, everything began to work!  Stop the capture, and the pages go down. start it back up and back in business again.
I have
disabled MSFT firewall
turned off antivirus
Turned off Malwarebytes
double checked the bindings
double checked the SSL certs are still valid

Clearly this is something going on in Windows, but I am at a loss.
Bill Herde

Our community of experts have been thoroughly vetted for their expertise and industry experience.

Join our community to see this answer!
Unlock 1 Answer and 1 Comment.
Start Free Trial
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 1 Comment.
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