Need SSL Troubleshooting Ideas   

What am I overlooking?  Apple Leopard and Apple iPhone mail clients can 
establish SSL connection to Exchange service on an Exchange 2003 server 
using Exchange, but Outlook 2003 clients cannot and Entourage clients 
cannot.  Outlook 2003 clients can connect via POP3 SSL (though POP3 
connections warn that the server certificate cannot be verified by a third 
party).  Outlook 2003 clients can connect through a Windows VPN tunnel to 
the Exchange server.   I think I have all the right ports open on the 
Windows 2003 server on which Exchange is running.  The network architecture 
is simple.  Exchange server has a public IP accessible directly from the 
Internet.  Some Outlook clients also connect directly to the Internet with 
public IP addresses.

date: Fri, 21 Dec 2007 21:40:12 -0500   author:   news.microsoft.com

Re: Need SSL Troubleshooting Ideas   

What error are you getting when connecting Outlook 2003 (RPC over HTTPs) and 
Entourage clients?

-- 
John Oliver, Jr
MCSE, MCT, CCNA
Exchange MVP 2008
Microsoft Certified Partner


"news.microsoft.com"  wrote in message 
news:elMB5PERIHA.4400@TK2MSFTNGP06.phx.gbl...
> What am I overlooking?  Apple Leopard and Apple iPhone mail clients can 
> establish SSL connection to Exchange service on an Exchange 2003 server 
> using Exchange, but Outlook 2003 clients cannot and Entourage clients 
> cannot.  Outlook 2003 clients can connect via POP3 SSL (though POP3 
> connections warn that the server certificate cannot be verified by a third 
> party).  Outlook 2003 clients can connect through a Windows VPN tunnel to 
> the Exchange server.   I think I have all the right ports open on the 
> Windows 2003 server on which Exchange is running.  The network 
> architecture is simple.  Exchange server has a public IP accessible 
> directly from the Internet.  Some Outlook clients also connect directly to 
> the Internet with public IP addresses.
>
>

date: Sun, 23 Dec 2007 13:52:52 -0500   author:   John Oliver, Jr. [MVP]

Re: Need SSL Troubleshooting Ideas   

Hi John Oliver, Jr.-- Using an Outlook profile called "Exchange SSL test"
defined to connect to a URL using SSL, Outlook tries to open for many
seconds then produces an error window saying, "The connection to the
Microsoft Exchange server is unavailable.  Outlook must be online or
connected to complete this action."  --Jay


"John Oliver, Jr. [MVP]"  wrote in message
news:OGTwGUZRIHA.1208@TK2MSFTNGP03.phx.gbl...
> What error are you getting when connecting Outlook 2003 (RPC over HTTPs)
and
> Entourage clients?
>
> -- 
> John Oliver, Jr
> MCSE, MCT, CCNA
> Exchange MVP 2008
> Microsoft Certified Partner
>
>
> "news.microsoft.com"  wrote in message
> news:elMB5PERIHA.4400@TK2MSFTNGP06.phx.gbl...
> > What am I overlooking?  Apple Leopard and Apple iPhone mail clients can
> > establish SSL connection to Exchange service on an Exchange 2003 server
> > using Exchange, but Outlook 2003 clients cannot and Entourage clients
> > cannot.  Outlook 2003 clients can connect via POP3 SSL (though POP3
> > connections warn that the server certificate cannot be verified by a
third
> > party).  Outlook 2003 clients can connect through a Windows VPN tunnel
to
> > the Exchange server.   I think I have all the right ports open on the
> > Windows 2003 server on which Exchange is running.  The network
> > architecture is simple.  Exchange server has a public IP accessible
> > directly from the Internet.  Some Outlook clients also connect directly
to
> > the Internet with public IP addresses.
> >
> >
>
>

date: Wed, 2 Jan 2008 13:36:00 -0500   author:   Jay Gourley

Re: Need SSL Troubleshooting Ideas   

Verify your setup is correct for RPC over HTTPs deployment scenario as there 
a few, http://support.microsoft.com/kb/827330

-- 
John Oliver, Jr
MCSE, MCT, CCNA
Exchange MVP 2008
Microsoft Certified Partner


"Jay Gourley"  wrote in message 
news:ekHR82WTIHA.5360@TK2MSFTNGP03.phx.gbl...
> Hi John Oliver, Jr.-- Using an Outlook profile called "Exchange SSL test"
> defined to connect to a URL using SSL, Outlook tries to open for many
> seconds then produces an error window saying, "The connection to the
> Microsoft Exchange server is unavailable.  Outlook must be online or
> connected to complete this action."  --Jay
>
>
> "John Oliver, Jr. [MVP]"  wrote in message
> news:OGTwGUZRIHA.1208@TK2MSFTNGP03.phx.gbl...
>> What error are you getting when connecting Outlook 2003 (RPC over HTTPs)
> and
>> Entourage clients?
>>
>> -- 
>> John Oliver, Jr
>> MCSE, MCT, CCNA
>> Exchange MVP 2008
>> Microsoft Certified Partner
>>
>>
>> "news.microsoft.com"  wrote in message
>> news:elMB5PERIHA.4400@TK2MSFTNGP06.phx.gbl...
>> > What am I overlooking?  Apple Leopard and Apple iPhone mail clients can
>> > establish SSL connection to Exchange service on an Exchange 2003 server
>> > using Exchange, but Outlook 2003 clients cannot and Entourage clients
>> > cannot.  Outlook 2003 clients can connect via POP3 SSL (though POP3
>> > connections warn that the server certificate cannot be verified by a
> third
>> > party).  Outlook 2003 clients can connect through a Windows VPN tunnel
> to
>> > the Exchange server.   I think I have all the right ports open on the
>> > Windows 2003 server on which Exchange is running.  The network
>> > architecture is simple.  Exchange server has a public IP accessible
>> > directly from the Internet.  Some Outlook clients also connect directly
> to
>> > the Internet with public IP addresses.
>> >
>> >
>>
>>
>
>

date: Fri, 4 Jan 2008 14:19:06 -0500   author:   John Oliver, Jr. [MVP]