Rather than managing a certificate chain related to a newly issued identity certificate at a terminal to which a wireless device occasionally connects, a certificate server can act to determine the identity certificates in a certificate chain related to the newly issued identity certificate. The certificate server can also act to obtain the identity certificates and transmit the identity certificates towards the device that requested the newly issued identity certificate. A mail server may receive the newly issued identity certificate and the identity certificates in the certificate chain and manage the timing of the transmittal of the identity certificates. By transmitting the identity certificates in the certificate chain before transmitting the newly issued identity certificate, the mail server allows the user device to verify the authenticity of the newly issued identity certificate.