This article intersects the US government’s imperialistic attitude with its ambivalent and sluggish behavior towards helping the island of Puerto Rico achieve disaster preparedness and recovery from hurricane events. To learn how Puerto Rican residents employed self-reliance and resiliency in the context of disaster to shift and extend past definitions of tactical technical communication, I triangulated US-based longform reports with a radio journalist’s logbook from Hurricane María. From the stories in these texts about how Puerto Ricans crafted communication, I conclude that this craftiness during disaster empowered the Puerto Rican community to enact post-Hurricane María political and social changes on the island.