Security Alert When opening outlook
I have 2 users in the same office that are the only ones affected by this. When we open outlook we get 2 security alerts asking us if we want to proceed. It says there is a problem with the site's security certificate. Why would i get that with exchange. Thats something i would think being an issue with OWA, not exchange.. it comes up 2 times, once for server.domain.local. and again for autodiscover, i've tried installing the certificate. But i don't know why its only happening on 2 computers
February 20th, 2007 7:02pm

I would check to see if these 2 clients were indeed connecting using MAPI (TCP) or if they were using RPC/HTTPS - my guess would be the latter. To check, when you open outlook, hold down CTRL and Left Click the Outlook Icon system tray the select Connection Status
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February 21st, 2007 11:58am

it says TCP
February 21st, 2007 7:18pm

Did you ever resolve this issue? I'm having the same problem.
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March 19th, 2007 6:33pm

I am having the same issue. I cannot connect to an exchange server due to this error.
March 23rd, 2007 9:04pm

Looks like you dont have configured Autodiscover feature on Exchange correctly when connecting from internal network http://technet.microsoft.com/en-us/library/bb124251.aspx /Lasse
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March 24th, 2007 6:39pm

I would say this issue is more likely connected to activesync, try upgrading if using it
April 26th, 2007 7:22pm

I am having the sme problem as well with the outlook2007 and exchange 2007.The client sees what appears tobe an external certificate. I understand it is an autodiscover setting but what exactly needs to be configured. All internal clients get teh Security Alert pop up.
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September 18th, 2007 5:32pm

Follow the steps in the following article to create an Exchange certificate using the management shell: http://technet.microsoft.com/en-us/library/aa995942.aspx Then make sure you have a DNS record for autodiscover.domain.com to your client access server.
September 20th, 2007 3:33am

Follow the steps in the following article to create an Exchange certificate using the management shell: http://technet.microsoft.com/en-us/library/aa995942.aspx Then make sure you have a DNS record for autodiscover.domain.com to your client access server.
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September 20th, 2007 3:33am

Same problem here is well. I'm not seeing in any of the posts or making the connection on why a ceritificate is even involved here with a mapi client.
March 18th, 2008 7:13am

Outlook versions 2003 Sp2 & 3 and 2007 all use something called Exchange Web Services (hosted on the Client Access Server) to get the OAB, Availability Schedules & OOF functionality regardless of whether connected via MAPI or RPC/HTTPS. For this reason it is a best practise to ensure that your CAS Server Sefl-Signed Certificates are replaced with either Internal or External Trusted Certificates to avoid any communication issues like those being faced by posters in this thread.
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March 18th, 2008 7:27am

Only Outlook 2007 uses Exchange Web Services. but I agree that the self signed cert should be replaced. for outlook 2007 to know where the EWS,OAB, OOFis located (which URL) you should configure the autodiscover function on Exchange 2007 server.
March 18th, 2008 12:10pm

I am getting this error on only 1 users laptop. We are running Outlook 2007 but its a 2003 Exchange server. Is there a way to shut this off in Outlook?
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October 9th, 2008 10:31pm

I had the same problem ...Took me a while to discover a solution ...Found this ... http://trycatch.be/blogs/pdtit/archive/2008/01/30/outlook-2007-autodiscover-authentication-popup-mistery.aspx ... worked for me! Basically an IE proxy issue ... add your domains as exception to the proxy and bobs your uncle! There may of course be an underlying issue - but this sorted it for us ...Good luck people!Cheers!
October 22nd, 2008 2:14am

I'm having the same problem, but I'm not using a proxy server. Has anyone else dealt with this?
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June 13th, 2009 1:35am

Max - I'm having the same problem and I do not use a proxy server. Did you find a resolution to this problem? Thanks!
September 8th, 2009 5:55pm

I searched for this issue today and found a potential solution here: http://forums.asp.net/t/1140893.aspx?PageIndex=3#2791220 I hope this helps.
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September 16th, 2009 11:32pm

I was getting two security messages. Autodiscover was looking at the external certificate. I went into IIS and pur in a HTTP redirect to the name of the internal exchange server. That fixed one of the security messages. I am still working on the other.
September 29th, 2009 9:15pm

http://support.microsoft.com/kb/940726
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September 30th, 2009 6:29am

THIS WORKED!!! I searched all over, and this took care of the issue I was having with Outlook giving me 2 different Security Alerts! http://support.microsoft.com/kb/940726
September 16th, 2010 8:08pm

This worked for me as well!
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April 28th, 2011 3:33pm

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