Problems Setting Out of Office, Exchange 2007 Bad SSL?

Hi all,

Apologies in advance for the vague nature of this - I am trying to find my way having not managed an Exchange server for 10+ years other than via SBS (which does all the lifting for you).

I have a customer with a Windows Server 2008 system running Exchange 2007.  Users are having trouble with their Out Of Office not working efficiently but I suspect its part of a large problem.  When I look at the binding for the default website in IIS, there is no specific host name and just * for the IP address.  Presumably this is incorrect and will also stop a self-assigned SSL certificate from being created properly?

When I view the SSL certificate in Firefox, it does indeed look messy:

So I'm assuming I need to do the usual process of assigning a public FQDN to IIS and then re-generate the self assigned SSL (or purchase a commercial one).

Does anyone know if Exchange 2007 has a wizard for performing this?


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Mark BillExchange, AD, SQL, VMware, HPE, 3PAR, FUD, Anti MS Tekhnet, Pro EE, #1Commented:
Hi Bob,

Check this link out

Out of office not working is commonly a sign with exchange 2007+ is usually related to DNS issues where the outlook client is looking for the server and is unable to find it, it is looking for the server via DNS records that do not exist.

Also if you type the command of both of these commands into exchange management shell it will give you the output of the certificate information including services assigned to it you will see IIS , SMTP usually maybe some others on your active certificate as it may display more than one.
1) get-exchange certificate
2)get-exchange certificate | fl
both commands have a different output of the certificates.

Once you follow the steps in this article and set everything to a DNS record that you will create internally and externally that will resolve this issue, I am fairly certain. It is all listed in the link above, very handy.

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Mango-ManAuthor Commented:
Hi Mark,

Many thanks for the link - I'll work through it later.  What do you think about the IIS bindings?  I've never seen an IIS default website with no domain names in it (neither internal/local or external), I'm assuming that something is wrong there?
Mark BillExchange, AD, SQL, VMware, HPE, 3PAR, FUD, Anti MS Tekhnet, Pro EE, #1Commented:
Hey Mango, The article will fix this issue, you will need these steps done anyway they need to be done on all production exchange servers, in regards to the bindings on an exchange server id need to take a look at my test servers to be certain, for now i would just move through that doc and then look at this issue.
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