At a mere mention of the Society of Jesus, one is reminded of the variety of domains in which “information” was collected, compiled and transmitted. Following the unavailability of the Jesuits’ conventional communication channels due to the collapse of the Portuguese trade links between Macao and Nagasaki in 1639, the Jesuits groped for new informants giving the latest news on Japan. Consequent progress of the Jesuit intelligence activities can be only studied by examining the huge corpus of their official documentation preserved in European archives. The author introduces a genre of unpublished and almost unused manuscripts featuring martyrs and apostates at the tail end of the Jesuit Japanese mission from the Jesuit Archives in Rome. Selected sources comprising of official reports and testimonies, not only narrate the whereabouts of the captive missionaries, or diminishing Christian communities in Japan as well as the process of persecution, but also shed light on the role of transnational merchants who individually offered their services as bearers of messages. For instance, one such vital success story is visible from the fact that official documents of the Nagasaki Factory belonging to the Dutch East India Company was finally acquired by the Jesuit Japan Province headquartered in Macao via Southeast Asian port-cities. This evidence points to multi-directional areas such as religious conflict between Catholics and Protestants besides defending business interest. The author also tries to establish a fresh perspective in emphasizing the existence of multiple currents of information in maritime Asia.