Need a list of all of the different types of certificates that will need to be ordered and installed for a Microsoft Exchange Server 2010 server installed on Windows Server 2008 R2

Need a list of all of the different types of certificates that will need to be ordered and installed for a Microsoft Exchange Server 2010 server installed on Windows Server 2008 R2.

I know that there are several of the certificates that need to be installed.

Please provide a complete list of all of these certificates.
IT GuyNetwork EngineerAsked:
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shauncroucherCommented:
You just need a multiname (SAN / UC) certificate.

Shaun
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IT GuyNetwork EngineerAuthor Commented:
shauncroucher,

Can you please give me the exact steps as to how I will go about getting this sort of certificate?

Do I need to generate some information from the Exchange server that lists information such as the Outlook Web Access (OWA) address, autodiscover address, etc. and then save this information to be submitted when I order a certificate from a company such as VeriSign?
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Satya PathakLead Technical ConsultantCommented:
Suppose we want to create a UCC self-signed certificate. We will require the following names:

#NETBIOS name of Exchange: EX-2k7 (example)
#Internal FQDN: EX-2k7.abc.local (example)
#External FQDN (Public name): webmail.abc.com (example) (use nslookup/ping to verify the external FQDN)
#Autodiscover name: autodiscover.abc.com (example)
#SubjectName: cn=webmail.abc.com (example)

In EMS, run the following command to generate the new self-signed certificate:

New-ExchangeCertificate -FriendlyName "SelfSigned Cert" -SubjectName "cn=webmail.abc.com" -DomainName EX-2k7,EX-k7.abc.local,webmail.abc.com,autodiscover.abc.com -PrivateKeyExportable $True

Next enable the certificate with Enable-ExchangeCertificate cmdlet. Enable atleast IIS and SMTP.

Enable-ExchangeCertificate -Thumbprint xxxxxxxxxxxxxxx -Services POP,IMAP,SMTP,IIS

Next verify certificate has been installed using EMS/IIS Manager or both. (Sometimes you may have to remove the certificate and then install/enable certificate again).

Some important points:

1. If you are creating a self-signed certificate, it is always better to create one that has all the subject alternative names specified above. This will prevent any certificate security warnings related to name mismatch. If you are creating single-name self-signed certificate, you would have to modify internal URIs of multiple virtual directories as explained in KB940726. The other benefit of multiple SANs is avoiding event 12014 and similar events.

2. Autodiscover for non-domain joined machines will work only after record is created in external DNS

3. You will have to install the certificate in the trusted root on client machines else you will receive a certificate warning. On Vista machines, you will have to run IE with elevated privileges to be able to install the certificate when you open OWA.

4. You can use group policy to install the certificate in trusted root (applicable only to domain joined machines). Copy to file the self-signed certificate (ideally in .p7b format) and then edit the default domain policy and import the certificate into "Computer Settings\Windows Settings\Security Settings\Public Key Policies\Trusted Root Certification Authorities". No user intervention is required once you do this. (Users would have to install the certificate themselves on non-domain joined machines).

5. SBS2008 Information: When you install SBS 2008, setup Internet Address wizard uses self-issued certificate by default. You will find it is "Issued to" "external FQDN" of the server and "Issued by" would be "Internal FQDN-CA" (SBS setup configures CA by default). When the wizard generates the self-signed certificate, it also generates a Certificate distribution package. The package (Install Certificate Package.zip) is located under one of the default shares named Public (C:\Users\Public). Another point to remember about SBS2008 is that the default certificate is single-name certificate and if you create a new one with multiple subject alternative names using the procedure above, you will receive a warning while enabling SMTP on the certificate. This warning can be ignored. You can verify availability of STARTTLS verb using Telnet.

6. In Exchange 2007 SP2, validity of self-signed certificate has been increased to 5 years (earlier it was one year)

7. You can use Fix My Network Wizard in the SBS 2008 Console to renew self-signed certificate.



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IT GuyNetwork EngineerAuthor Commented:
Great Information!

Does anyone else have any further information to share or add?
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