1. A method of automatically communicating personalized messages to a telematics-equipped vehicle, comprising the steps of: (a) creating a personalized message; (b) defining playback instructions for playing the personalized message; (c) generating a trigger based on the defined playback instructions; (d) setting the trigger; (e) monitoring for occurrence of one or more conditions that satisfy the trigger; and (f) determining whether the one or more conditions have occurred and, if so, then: (g) accessing the personalized message associated with the trigger; and (h) playing the personalized message.