Francois -

Thanks for your reply. 

On the source (where I am running openssl client):
- The windows firewall is disabled (I have no other software based firewall
software loaded)
- I can connect to other (non-windows 2008/iis7) destination servers
properly using the openssl client

On the destination server (running IIS7/Windows 2008):
- The windows firewall is disabled (I have no other software based firewall
software loaded)
- There is a hardware firewall BUT port 443 is open on it AND I am using a
VPN client which tunnels through the hardware firewall anyway.
- I can establish an https session using a web browser (which would seem to
imply port 443 is not blocked).

Any other ideas/suggestions?

Thanks
Brad

-----Original Message-----
From: owner-openssl-us...@openssl.org
[mailto:owner-openssl-us...@openssl.org] On Behalf Of Francois Dupressoir
Sent: Wednesday, March 18, 2009 6:04 AM
To: openssl-users@openssl.org
Subject: Re: Using openssl to test SSL on Windows 2008/IIS7

Hi Brad,

This looks like a windows socket issue. Error 10054 is "Connection reset 
by peer."
You may have a firewall issue on windows 2008 that doesn't occur on the 
other servers and does not block https traffic.

Cheers,
Francois.

Brad Baker wrote:
>
> I'm trying to use open ssl to connect to an IIS7 site hosted on a 
> Windows 2008 server:
>
> openssl s_client -host server.domain.com -port 443
>
> I'm getting the following error:
>
> Loading 'screen' into random state - done
>
> CONNECTED(000000D8)
>
> write:errno=10054
>
> The same command works fine on an IIS6 site hosted on windows 2003 and 
> an IIS5 site hosted on windows 2000. I can confirm that https is 
> functioning on the site in question by testing in a web browser.
>
> Is there a known incompatibility between the openssl client and IIS7 
> or some IIS7 configuration setting that needs to be tweaked to allow 
> openssl to connect properly?
>
> Thanks
>
> Brad
>

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