This study employed a qualitative method through a focus group discussion with fraud prevention practitioners working in the insurance, ecommerce, and financial industries. During the discussion, examples of the paradoxical challenge of too-much-yet-too-little data emerge as well as examples of the interworking our digital and physical worlds. Based on grounded theory, the authors explore the various trends and challenges faced by practitioners and provide recommendations to enhance their firm's investigative capacity. This chapter contributes to the literature on online fraud detection and prevention by exploring the understudied problem of how resource constraints and data deluge contribute to the challenge of online fraud investigations and combines theory with insights from fraud analysts to give practitioners additional strategies to consider when implementing or enhancing their own fraud prevention programs.