A content issuer entity designates a transport security level for each of a plurality of electronic certificates and provides the electronic certificates to a first wireless device. A second wireless device establishes a communications link to transfer electronic certificate data associated with one or more electronic certificates stored on the first wireless device to the second wireless device via a wireless transaction and determines, for each stored electronic certificate, a transport security level previously designated at the content issuer entity. At the first wireless device, a highest transport security level is determined from among the respective transport security levels associated with the stored electronic certificates. The electronic certificate data is transferred from the first wireless device to the second wireless device via the communications link in accordance with a security measure that corresponds to the highest determined transport security level.