A technique to automatically select a bearer from among a plurality of bearers available on a wireless device bases the selection of the bearer on which a data transfer takes place on a cost function that is used both by the server and the wireless device. A method for communicating data with a mobile device capable of communicating using a plurality of communication bearers comprises selecting a communication bearer to opportunistically initiate a data transfer between a server and the mobile device using a cost function and a policy table to select the communication bearer, from among the plurality of communication bearers, and when the selected communication bearer is or becomes available, initiating the transfer between the server and the mobile device using the selected communication bearer.