An advertising system and its method of use are disclosed. The advertising system includes at least one sensor coupled to a fixed location, where the at least one sensor is configured to generate an impression based on at least one characteristic of a proximate automobile, at least one processor configured to receive the impression, at least one server, having an advertising database and a user database, and at least one delivery mechanism. Preferably, the advertising database contains information relating to at least one advertisement and the user database is configured to check if the at least one characteristic matches an existing entry for a user, and either associate that impression with a user or create a new entry for the impression.