This chapter builds upon the need to adopt a more comprehensive approach when designing computer-supported technology to mediate social interaction between older adults and other generations of family members. Recognizing the complexity and heterogeneity of this communication scenario, the chapter shows the need to consider the culture as a key factor for reusing HCI design knowledge when conceiving new technology to mediate intergenerational social interactions. Considering a cultural perspective, this chapter discusses similarities and differences in the intergenerational social interaction process in Latin American and Western countries. On the one hand, the identified similitudes help reuse existing design knowledge. On the other hand, the identified differences inform the design of new solutions to mediate intergenerational communication. Understanding the underlying socio-cultural traits of the social interaction scenario allows us to determine how to reuse the knowledge gained during the previous two decades of HCI research with older adults, and thus design better interaction mechanisms for the next generation of systems for this application domain.