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Configuring Entourage 2008 Web Services edition

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Don Devenney

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May 19, 2010, 8:41:01 PM5/19/10
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First, I'll admit I'm way out of my league here. I know nothing about Macs
(and don't really want to) however we have a couple of users joining the
office who are bringing them along so...

The organisation in question is running MS Small Business Server 2003 with
Exchange, etc. All works well for the MS / Outlook clients - mail works
fine, OWA works, Outlook Anywhere (RPC/HTTPS), etc...all good.

I'm trying to connect a Mac user running Entourage 2008 Web services edition
to the Exchange server on the local network. The wizard didn't work (MS or
Mac - they never do...) so we went manual. I supplied the following settings:

username: user
p/w: domain p/w
domain: mydomain.local

For the Exchange server we specified:
host.mydomain.local/exchange/us...@mydomain.com
LDAP Server: host.mydomain.local

Secure connection box was checked for the Exchange server connection.

On saving the settings Entourage whirred and flashed for a minute or two and
then we got an error message that said something like: "can't connect to the
Exchange server - the name doesn't match that on the certificate. if you
continue connections won't be secure" to which I clicked Continue. We are
unable to connect.

I have:
- pinged / tracert the Exchange server from the host - all good
- opened a telnet session from the host to the exchange server on port 443 -
all good
- logged the user in to OWA using the domain credentials used for Entourage.
all good
- viewed the certificate in question. It is a self-signed cert generated as
part of the set up with SBS 2003. The cert lists the exchange server as:
host.mydomain.local
host.mydomain.com
companyweb
and a couple of others. it is "signed" by mydomain.com, not mydomain.local.
I suspect this may be part of the issue except that OWA doesn't complain,
and it's being run over SSL as well.

Frankly, I'm at a loss. the Macopia site's help section is "unavailable at
this time" and I really need to get this guy up and running. I'll be
eternally grateful to anyone who can shed some light on this.

Thanks,

Don


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