[stunnel-users] Stunnel and Outlook Web Access Problems

Craig stunnel at rsw.co.za
Mon Nov 19 07:34:19 CET 2007

OWA rewrites the URL when you log in and I have found that it causes
problems when doing that with a Stunnel connection.


What I think might be happening is that your initial connection says
http://server.tld then when you log in OWA rewrites the URL to


What I think is happening is that your stunnel is listening on port 80 and
when you log in, OWA changes the listening port in the browser to port 443.


Try running the listening server (stunnel server) to listen on port 443
instead of port 80 and see if that fixes the problem.








From: stunnel-users-bounces at mirt.net [mailto:stunnel-users-bounces at mirt.net]
On Behalf Of Dan Vespa
Sent: 17 November 2007 07:21 PM
To: stunnel-users at mirt.net
Subject: [stunnel-users] Stunnel and Outlook Web Access Problems


I am trying to use the latest version of stunnel to connect to OWA. I set
stunnel to listen on port 80 (localhost) and then connect to myserverip on
port 443. I get the login screen but can go no further after I Enter my
credentials and Click OK. Checking the stunnel log screen it shows that a
connect has been made? I don't understand why It won't connect any further??
OWA is on Exchange Server 2003 and I am using Windows XP SP2. I have also
updated to Open SSL latest version.


Thanks in Advance.



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