This chapter examines how legal and regulatory concerns have informed the design, selection, and deployment of technological assemblages used to monitor commercial movements along the U.S.-Mexico border in and around Ambos Nogales (Nogales, Sonora, Mexico, and Nogales, Arizona, United States). In the past few decades there has been an increasing concern regarding the balancing of market interests with national security at border ports-of-entry, leading to an intensified monitoring of these narrow commercial chokepoints. At the same time, the surveillance of commercial trade moving through these constrained channels has rapidly transitioned from face-to-face and paper-based mediums to complex systems composed of numerous digital and visualisation technologies. This chapter documents this transition in Ambos Nogales and, in doing so, examines how new technologies have historically been used to identify “trusted” logistics providers and monitor and “control” the flow of goods involved in legitimate commercial trade.