The purpose of this study is to provide the connectivity between the preference of architectural buildings and automobile companies as the most widely used background images for automobile advertisements. Based on the familiarity of the brand, the complexity of the message, and the novelty of the advertisement, this research is discovered with preferred images of automobile companies as well as the connectivity by analyzing architectural buildings emerging with various background images of automobile advertisements. After analyzing all three elements for the advertising communication, the conclusions through case investigations of nine automobile companies are the below. Firstly, the familiarity of the brand from nine automobile companies was high ranked satisfaction scores after questionnaire surveys. Secondly, all the aspects for the space, formative, material, height, and utilization related to the complexity of the message are not only matched the preferred images which automobile companies persue but the same preferred design elements after reviewing the most preferred and next most preferred images from the companies. Lastly, the methods for emphasizing the automobile itself which is related to the novelty of the advertisement simplify background images along with preferred artificial structures.