Unique features of handheld devices, including their mobility, personalization and location-awareness engender new types of applications for mobile commerce, such as mobile advertising. Mobile marketing and advertising applications deliver promotional information to consumers based on their preferences and location. In this paper, we present SMMART, a contextaware, adaptive and personalized m-commerce application designed to deliver targeted promotions to the users of mobile devices about the products they like while guarding the users' identity and protecting them from any unsolicited messages. Promotions distributed by SMMART are personalized by performing intelligent matching of the user's shopping interests to current promotions available at a retail site. SMMART can adapt to changing preferences of its user by inconspicuously monitoring his or her shopping habits. We describe a fully functional prototype of SMMART built for Pocket PCs running Windows CE with .NET Compact...