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Renew self-signed certificates in Exchange 2010 and Exchange 2007
by Bharat Suneja
In Exchange 2007 and later, Exchange Setup creates a self-signed certificate to protect communication with Exchange services such as SMTP. IMAP. POP. OWA. EAS. EWS and UM.
Exchange s self-signed certificates meet an important need securing communication paths for all Exchange services by default.
The self-signed certificate meets an important need securing communication paths for all Exchange services by default. This is a great development it ensures that out of the box, Exchange does not transfer any data in the clear and all communication is encrypted.
Nevertheless, one should treat these certificates as temporary. Although self-signed certificates work perfectly well for internal SMTP communication between Hub Transport servers, and between Hub Transport and Edge Transport servers, it s not recommended to use them for any client communication on an ongoing basis. For most deployments, you will end up purchasng a certificate from a trusted public CA (or perhaps an internal CA in organizations with PKI deployed). See the Certificates and Certification Authorities secton for more info.
Should you decide to leave the self-signed certificate(s) on some servers and continue to use them, you would need to renew them when they expire — just as you would renew certificates from public or private CA s. The good news is that with Exchange 2010, Microsoft raised the validity of Exchange s self-signed certificates to five years, so most organizations wouldn t need to renew them frequently. In Exchange 2007, the self-signed certificate is valid for one year.
- Copy the thumbprint from existing self-signed certificate: This command retrieves the existing certificate for server postcard.e15labs.com.
Get-ExchangeCertificate -Domain postcard.e15labs.com | fl
Note the services the certificate is enabled for (by default: POP, IMAP, IIS, SMTP on CAS + HT servers). Copy the thumbprint of the certificate.
Get-ExchangeCertificate -thumbprint C5DD5B60949267AD624618D8492C4C5281FDD10F | New-ExchangeCertificate
Exporting a certificate with its private key
If you want to be able to export a certificate with its private key for backup or to install it on another server (although this is generally done only for CA -signed certificates). create the new certificate with an exportable private key by using the PrivateKeyExportable parameter. For example:
New-ExchangeCertificate -PrivateKeyExportable $true
If the existing certificate is being used as the default SMTP certificate, you will get the following prompt. The default SMTP certificate is used to encrypt SMTP sessions between transport servers in your organization.
Overwrite existing default SMTP certificate,
C5DD5B60949267AD624618D8492C4C5281FDD10F (expires 5/13/2013 7:20:34 AM), with certificate 3DA55740509DBA19D1A43A9C7161ED2D0B3B9E3E (expires 5/13/2018 7:37:31 AM)?
[Y] Yes [A] Yes to All [N] No [L] No to All [S] Suspend [?] Help
(default is Y ):
Type y to continue. A new certificate is generated.
Thumbprint Services Subject
3DA55740509DBA19D1A43A9C7161ED2D0B3B9E3E . CN=Postcard
The new certificate is generated and enabled. Examine the new certificate:
Get-ExchangeCertificate -thumbprint 3DA55740509DBA19D1A43A9C7161ED2D0B3B9E3E | fl
Before you enable a certificate for an Exchange service
Before you enable a certificate for a particular Exchange Server service such as IIS (which enables it for all HTTPS services Outlook Anywhere (RPC over HTTPS), OWA, EAS, and EWS), know that it s a one-way street. There s no way to disable the certificate (for that service). Setting the Services parameter to None does not do anything in this case.
The workaround: Remove the certificate. If it s a CA-issued certificate, remember to export it with its private key before you remove it, and then import it again and enable it for the Exchange services you need to. If the certificate is self-signed, it shouldn t be a concern — you can generate as many self-signed certificates as you want.
To enable the certificate for IIS:
Enable-ExchangeCertificate -thumbprint 3DA55740509DBA19D1A43A9C7161ED2D0B3B9E3E -services IIS
Remove-ExchangeCertificate -thumbprint C5DD5B60949267AD624618D8492C4C5281FDD10F
Digital certificates are signed by certification authorities (CA s) that issue them. They can be classified into three types based on who signs them.
- Certificates signed by public CAs: Public CAs provide certification services, generally for a fee (although there are non-commercial public CAs), to the public. A public CA is generally trusted by device operating systems. It s recommended to use certificates issued by a public CA for public services (including public web sites) and private services in mid/large organizations that don t have an internal CA .
- Certificates signed by private CAs: Many organizations set up a private CA to issue certificates internally or to members of a private group. Windows Server has included Certificate Services since many versions. This allows IT departments to control certificate issuance/revocation to their devices and users. Devices controlled by the organization (for example, computers that are part of the org s Active Directory domain) can be configured to trust the org s internal CA.
Note: Internet standards make no distinction between certificates signed by public CAs and private or internal CAs.
Figure 1: A self-signed certificate created by Exchange Server setup
Self-signed certificates are great for securing communication by default and handy for test environments. For client communication in production environments, it s recommended to use certificates signed by a trusted CA. The cost of certificates from public CAs has come down significantly over the years. Most small and many mid-size organizations find it much more cost-effective to use a public CA.