A system and method for placing an advertisement in a digital environment based upon a user's choice, subject to certain predetermined parameters, is disclosed. Through the method, a user is assigned a rating based upon, for example, his performance in a game. A list of advertisements which correspond to that rating is displayed to the user, who may then select a desired advertisement from the list. The selected advertisement is then displayed in the digital environment. Reports may be generated based upon the advertisements selected and the number of selections and/or impressions (e.g., uses or viewings) by the user, which may be sent to advertisers.