A system with an associated method for preloading advertisements by a server to a user's device is disclosed. In response to inquiries made by members of a user group, the system presents advertisements to the members and keeps a record of these presentations. Next, the system identifies those advertisements which have been frequently presented to the members, and preloads the identified advertisements on the device of a user who belongs to the user group. Subsequently, upon receiving a specific inquiry from the user's device, the system determines a response to the specific inquiry. When the determined response contains one of the preloaded advertisements, the system sends an instruction to the user's device to present the preloaded advertisement to the user.