A user is enabled to select one or more client devices from a number of client devices and to select one or more server devices from a number of server devices. Secure communication is to occur between each selected client device and each selected server device. For each unique pair of a selected client device and a selected server device, a validation of a security configuration of the selected client device and a security configuration of the selected server device is performed, to determine whether secure communication can occur between the selected client device and the selected server device. Where the validation has failed, reconfiguration of one or more of the selected client device and the selected server device is performed so that secure communication can occur between the selected client device and the selected server device.