To reflect on current Latino-themed typography in built environments and marketing venues, this paper examines the early 1990s, barrio-inspired typographic design of Pablo Medina, a Cuban-Colombian-American award-winning designer currently working in NYC, in relation to two diverse socio-aesthetic value systems. The first value system is a modernist ideology, which insists that language and expression can be universal and communicate across racial, ethnic, and cultural differences without carrying any particular meaning, bias, or identity. In contrast, Medina's Cuba typeface is in conversation with an ethnic place approach to cultural production that has its origins in 1960s Latino social movements that sought to affirm the cultural value of barrios. This design approach is often associated with postmodern socio-aesthetic preferences that "localize" culture. I argue that this type's articulation with the urban requires rethinking its postmodern categorization. This short article offers a window into new ways of thinking about hand-painted lettering -produced by designers and sign artists -that indexes barrio landscapes.