When configuring a hybrid deployment, you must use and configure certificates that you have purchased from a trusted third-party CA. The certificate used for hybrid secure mail transport must be installed on all on-premises Exchange 2013 Mailbox and Client Access servers.

Important:
If you're configuring a hybrid deployment in an organization that has Exchange servers deployed in multiple Active Directory forests, you must use a separate third-party CA certificate for each Active Directory forest.

Note:
When Exchange 2013 or 2010 Edge Transport servers are deployed in an on-premises organization, this certificate must also be installed on all Edge Transport servers. Each transport server must use a certificate that shares the same issuing CA and the same subject for hybrid secure mail to function correctly.

Multiple services, such as AD FS, Exchange 2013 federation, services, and Exchange, each require certificates. Depending on your organization, you may decide to do one of the following:

• Use a third-party certificate that's used by all services across multiple servers.

• Use a third-party certificate for each server that provides services.

Whether you choose to use the same certificate for all services or dedicate a certificate for each service, depends on your organization and the service you're implementing. Here are some things to consider about each option:

• Third-party certificate across multiple servers   Third-party certificates that are used by services across multiple servers may be slightly cheaper to obtain, but they may complicate renewal and replacement. The complication occurs because, when a certificate needs replacement, you need to replace the certificate on every server where it's installed.

• Third-party certificate for each server   Using a dedicated certificate for each server that hosts services allows you to configure the certificate specifically for the services on that server. If you need to replace the certificate or renew it, you only need to replace it on the server where the services are installed. Other servers aren't impacted.

We recommend that you use a dedicated third-party certificate for any optional AD FS server, another certificate for the Exchange services for your hybrid deployment, and if needed, another certificate on your Exchange servers for other needed services or features. The on-premises federated trust configured as part of federated sharing in a hybrid deployment uses a self-signed certificate by default. Unless you have specific requirements, there's no need to use a third-party certificate with the federation trust configured as part of a hybrid deployment.

The services that are installed on a single server may require that you configure multiple fully qualified domain names (FQDNs) for the server. You should purchase a certificate that allows for the maximum required number of FQDNs. Certificates consist of the subject, or principal name, and one or more subject alternative names (SAN). The subject name is the FQDN that the certificate is issued to and should use the primary SMTP domain that is shared between the on-premises and Exchange Online organizations. SANs are additional FQDNs that can be added to a certificate in addition to the subject name. If you need a certificate to support five FQDNs, purchase a certificate that allows for five domains to be added to the certificate: one subject name and four SANs.

The following table outlines the minimum suggested FQDNs that should be included on certificates configured for use in a hybrid deployment.