A method implemented by an enterprise server to facilitate activation of a virtual subscriber identity module (SIM) service on a mobile communication device. The method includes detecting a triggering event and in response to detecting the triggering event: determining that a SIM application on a physical universal integrated circuit card (UICC) currently inserted into the mobile communication device is associated with a mobile network operator (MNO) providing one or more virtual SIMs to which the enterprise server has access; determining whether the SIM application on the physical UICC is associated with one of the virtual SIMs provided by the MNO; and if the SIM application on the physical UICC is associated with a virtual SIM provided by the MNO, sending a message to the mobile communication device indicating that the mobile communication device is enabled for a virtual SIM service.